Molecular structure of Eugenol, CAS Number: 97-53-0
Eugenol (CAS 97-53-0)
See product citations (2)
Alternate Names:
4-Allyl-2-methoxyphenol; 2-Methoxy-4-(2-propenyl)phenol; 4-Allylguaiacol
Application:
Eugenol is an antifungal antimicrobial agonist of the TRPV1 receptor
CAS Number:
97-53-0
Molecular Weight:
164.20
Molecular Formula:
C10H12O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Description
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SDS & Certificate of Analysis
Eugenol is a small molecule with structural analogy to Capsaicin (sc-3577) that demonstrates agonism of the TRPV1 receptor. Eugenol is described to activate inward currents at the TRPV1, and this action is antagonized by the Capsaicin antagonist Capsazepine (sc-201098). Agonism of the TRPV1 by Eugenol has been correlated with an anesthetic effect. Eugenol also demonstrates antifungal and antimicrobial activity, showing efficacy against Candida albicans biofilms, Listeria monocytogenes and Escherichia coli. Eugenol is further described to induce reactive oxygen species (ROS) production and to scavenge ROS, thus demonstrating prooxidant and antioxidant effects.
Eugenol (CAS 97-53-0) References
- Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity. | Fujisawa, S., et al. 2002. Toxicology. 177: 39-54. PMID: 12126794
- Activation of vanilloid receptor 1 (VR1) by eugenol. | Yang, BH., et al. 2003. J Dent Res. 82: 781-5. PMID: 14514756
- Surface alteration of Saccharomyces cerevisiae induced by thymol and eugenol. | Bennis, S., et al. 2004. Lett Appl Microbiol. 38: 454-8. PMID: 15130138
- A comparative study of the antioxidant/prooxidant activities of eugenol and isoeugenol with various concentrations and oxidation conditions. | Atsumi, T., et al. 2005. Toxicol In Vitro. 19: 1025-33. PMID: 15964168
- Mechanisms of cytotoxicity of eugenol in human osteoblastic cells in vitro. | Ho, YC., et al. 2006. Int Endod J. 39: 389-93. PMID: 16640638
- Pharmacokinetics and anesthetic activity of eugenol in male Sprague-Dawley rats. | Guenette, SA., et al. 2006. J Vet Pharmacol Ther. 29: 265-70. PMID: 16846463
- Pharmacokinetics of eugenol and its effects on thermal hypersensitivity in rats. | Guénette, SA., et al. 2007. Eur J Pharmacol. 562: 60-7. PMID: 17321520
- In vitro activity of eugenol against Candida albicans biofilms. | He, M., et al. 2007. Mycopathologia. 163: 137-43. PMID: 17356790
- Antimicrobial efficacy of eugenol microemulsions in milk against Listeria monocytogenes and Escherichia coli O157:H7. | Gaysinsky, S., et al. 2007. J Food Prot. 70: 2631-7. PMID: 18044447
- Molecular mechanism for local anesthetic action of eugenol in the rat trigeminal system. | Park, CK., et al. 2009. Pain. 144: 84-94. PMID: 19376653
- Eugenol reduces the expression of virulence-related exoproteins in Staphylococcus aureus. | Qiu, J., et al. 2010. Appl Environ Microbiol. 76: 5846-51. PMID: 20639367
- Tumor suppressive roles of eugenol in human lung cancer cells. | Fangjun, L. and Zhijia, Y. 2018. Thorac Cancer. 9: 25-29. PMID: 29024500
- Inhibition of tumour promotion in mice by eugenol. | Sukumaran, K., et al. 1994. Indian J Physiol Pharmacol. 38: 306-8. PMID: 7883300
Inhibitor of:
Aflatoxin B2, ANKRD61, ATP8B1, CYP1B1, LPO, Mox1, Mrgprh, Obp1a, ODR-10, Olfr102, Olfr1024, Olfr1040, Olfr1044, Olfr1054, Olfr1058, Olfr1082, Olfr1085, Olfr1094, Olfr111, Olfr1288, Olfr16, Olfr299, Olfr303, Olfr304, Olfr307, Olfr308, Olfr309, Olfr311, Olfr313, Olfr314, Olfr317, Olfr318, Olfr323, Olfr324, Olfr325, Olfr328, Olfr329, Olfr330, Olfr346, Olfr350, Olfr351, Olfr353, Olfr354, Olfr357, Olfr358, Olfr362, Olfr365, Olfr366, Olfr367, Olfr390, Olfr395, Olfr398, Olfr399, Olfr401, Olfr402, Olfr406, Olfr414, Olfr419, Olfr42, Olfr420, Olfr424, Olfr429, Olfr43, Olfr430, Olfr435, Olfr596, Olfr638, Olfr654, Olfr656, Olfr665, Olfr70, Olfr732, Olfr734, Olfr77, Olfr812, Olfr859, Olfr984, Olfr985, Olfr986, OR10A7, OR10R2, OR1L4, OR2J3, OR4F15, OR4K13, OR4K2, OR4Q3, OR5BU1, OR5H1, OR5H14, OR5L1, OR5P2, OR5R1, OR6B3, OR6C65, OR8U9, OTTMUSG00000013284, OTTMUSG00000014164, T2R20, T2R29, V3R 1, Vmn1r167, Vmn2r117, and Vmn2r40.Activator of:
ANKTM1, Cyp4f37, GSTM6, Hct1, Lipocalin-14, MUP21, MUP5, MUP8, Obp1a, Olfactorin, Olfr10, Olfr1000, Olfr1002, Olfr101, Olfr1013, Olfr1015, Olfr1019, Olfr1020, Olfr1022, Olfr1023, Olfr1024, Olfr1026, Olfr1028, Olfr103, Olfr1033, Olfr1037, Olfr1040, Olfr1043, Olfr1045, Olfr1046, Olfr1047, Olfr1049, Olfr1051, Olfr1055, Olfr1062, Olfr1066, Olfr108, Olfr1080, Olfr1082, Olfr1086, Olfr1087, Olfr1089, Olfr1093, Olfr1097, Olfr1098, Olfr1101, Olfr1102, Olfr1104, Olfr1106, Olfr1107, Olfr1109, Olfr1110, Olfr1111, Olfr1112, Olfr1113, Olfr1115, Olfr1116, Olfr1118, Olfr112, Olfr1120, Olfr1121, Olfr1122, Olfr1123, Olfr1125, Olfr1126, Olfr1128, Olfr1129, Olfr113, Olfr1130, Olfr1131, Olfr1132, Olfr1133, Olfr1134, Olfr1135, Olfr1136, Olfr1137, Olfr1138, Olfr114, Olfr1140, Olfr1141, Olfr1143, Olfr1145, Olfr1148, Olfr115, Olfr1151, Olfr1152, Olfr1153, Olfr1154, Olfr1155, Olfr1156, Olfr1157, Olfr1158, Olfr116, Olfr1160, Olfr1161, Olfr1162, Olfr1163, Olfr1164, Olfr1167, Olfr1168, Olfr117, Olfr1170, Olfr1173, Olfr1176, Olfr1179, Olfr118, Olfr1180, Olfr1181, Olfr1182, Olfr1183, Olfr1184, Olfr1186, Olfr1188, Olfr1189, Olfr119, Olfr1193, Olfr1195, Olfr1196, Olfr1197, Olfr1198, Olfr1199, Olfr12, Olfr120, Olfr1200, Olfr1201, Olfr1202, Olfr1203, Olfr1204, Olfr1206, Olfr1208, Olfr1209, Olfr121, Olfr1211, Olfr1212, Olfr1213, Olfr1214, Olfr1215, Olfr1216, Olfr1217, Olfr1218, Olfr1219, Olfr122, Olfr1220, Olfr1221, Olfr1222, Olfr1223, Olfr1225, Olfr1226, Olfr1228, Olfr1229, Olfr123, Olfr1230, Olfr1231, Olfr1232, Olfr1233, Olfr1234, Olfr1238, Olfr1239, Olfr124, Olfr1240, Olfr1241, Olfr1242, Olfr1243, Olfr1245, Olfr1246, Olfr1247, Olfr1248, Olfr1249, Olfr125, Olfr1250, Olfr1251, Olfr1252, Olfr1254, Olfr1255, Olfr1256, Olfr1257, Olfr1258, Olfr1259, Olfr126, Olfr1260, Olfr1261, Olfr1262, Olfr1263, Olfr1264, Olfr1265, Olfr1269, Olfr127, Olfr1270, Olfr1271, Olfr1272, Olfr1273, Olfr1275, Olfr1276, Olfr1277, Olfr1278, Olfr1279, Olfr128, Olfr1280, Olfr1281, Olfr1282, Olfr1283, Olfr1284, Olfr1285, Olfr1286, Olfr1287, Olfr1289, Olfr129, Olfr1290, Olfr1294, Olfr1295, Olfr1297, Olfr1298, Olfr1299, Olfr13, Olfr130, Olfr1301, Olfr1302, Olfr1303, Olfr1305, Olfr1306, Olfr1307, Olfr1308, Olfr1309, Olfr131, Olfr1310, Olfr1311, Olfr1312, Olfr1313, Olfr1314, Olfr1316, Olfr1317, Olfr1318, Olfr132, Olfr1320, Olfr1321, Olfr1322, Olfr1323, Olfr1324, Olfr1325, Olfr1329, Olfr133, Olfr1330, Olfr1331, Olfr1333, Olfr1335, Olfr1336, Olfr1337, Olfr1338, Olfr1339, Olfr134, Olfr1340, Olfr1341, Olfr1342, Olfr1344, Olfr1346, Olfr1347, Olfr1348, Olfr1349, Olfr135, Olfr1350, Olfr1351, Olfr1352, Olfr1353, Olfr1355, Olfr1356, Olfr1357, Olfr1358, Olfr1359, Olfr136, Olfr1360, Olfr1361, Olfr1362, Olfr1364, Olfr1365, Olfr1366, Olfr1367, Olfr1368, Olfr137, Olfr1370, Olfr1371, Olfr1373, Olfr1377, Olfr1378, Olfr138, Olfr1380, Olfr1381, Olfr1382, Olfr1383, Olfr1384, Olfr1385, Olfr1386, Olfr1387, Olfr1388, Olfr1389, Olfr139, Olfr1390, Olfr1391, Olfr1392, Olfr1393, Olfr1394, Olfr1395, Olfr1396, Olfr140, Olfr1402, Olfr1403, Olfr1404, Olfr1406, Olfr1408, Olfr141, Olfr1410, Olfr1411, Olfr1412, Olfr1413, Olfr1414, Olfr1415, Olfr1416, Olfr1417, Olfr1418, Olfr1419, Olfr142, Olfr1420, Olfr1423, Olfr1424, Olfr1425, Olfr1426, Olfr1427, Olfr1428, Olfr143, Olfr1431, Olfr1433, Olfr1436, Olfr1437, Olfr144, Olfr1440, Olfr1441, Olfr1442, Olfr1443, Olfr1444, Olfr1445, Olfr1446, Olfr1447, Olfr1448, Olfr1449, Olfr145, Olfr1450, Olfr1451, Olfr1453, Olfr1454, Olfr1457, Olfr1459, Olfr146, Olfr1461, Olfr1462, Olfr1463, Olfr1465, Olfr1466, Olfr1467, Olfr1469, Olfr147, Olfr1471, Olfr1472, Olfr1474, Olfr1475, Olfr1477, Olfr148, Olfr1480, Olfr1484, Olfr1487, Olfr1489, Olfr149, Olfr1490, Olfr1491, Olfr1494, Olfr1495, Olfr1496, Olfr1497, Olfr1499, Olfr150, Olfr1500, Olfr1501, Olfr1502, Olfr1504, Olfr1505, Olfr1506, Olfr1508, Olfr1509, Olfr151, Olfr1510, Olfr1511, Olfr1512, Olfr1513, Olfr1518, Olfr1519, Olfr152, Olfr153, Olfr154, Olfr155, Olfr156, Olfr159, Olfr160, Olfr161, Olfr164, Olfr165, Olfr166, Olfr167, Olfr168, Olfr169, Olfr17, Olfr170, Olfr171, Olfr172, Olfr173, Olfr174, Olfr176, Olfr177, Olfr178, Olfr18, Olfr180, Olfr181, Olfr183, Olfr186, Olfr187, Olfr19, Olfr190, Olfr191, Olfr192, Olfr193, Olfr194, Olfr195, Olfr196, Olfr197, Olfr198, Olfr199, Olfr2, Olfr20, Olfr201, Olfr202, Olfr203, Olfr204, Olfr205, Olfr206, Olfr207, Olfr208, Olfr211, Olfr212, Olfr213, Olfr214, Olfr215, Olfr216, Olfr218, Olfr220, Olfr221, Olfr222, Olfr223, Olfr224, Olfr225, Olfr228, Olfr23, Olfr234, Olfr235, Olfr24, Olfr242, Olfr244, Olfr247, Olfr25, Olfr259, Olfr26, Olfr262, Olfr265, Olfr266, Olfr267, Olfr27, Olfr270, Olfr272, Olfr273, Olfr275, Olfr281, Olfr282, Olfr283, Olfr284, Olfr285, Olfr286, Olfr287, Olfr288, Olfr290, Olfr291, Olfr292, Olfr293, Olfr294, Olfr295, Olfr298, Olfr30, Olfr307, Olfr308, Olfr309, Olfr31, Olfr310, Olfr311, Olfr312, Olfr313, Olfr314, Olfr316, Olfr317, Olfr318, Olfr319, Olfr32, Olfr320, Olfr33, Olfr338, Olfr340, Olfr342, Olfr345, Olfr347, Olfr350, Olfr351, Olfr352, Olfr353, Olfr354, Olfr355, Olfr357, Olfr358, Olfr360, Olfr361, Olfr371, Olfr376, Olfr378, Olfr38, Olfr380, Olfr381, Olfr382, Olfr385, Olfr386, Olfr395, Olfr398, Olfr399, Olfr401, Olfr402, Olfr415, Olfr417, Olfr42, Olfr420, Olfr421, Olfr424, Olfr426, Olfr429, Olfr43, Olfr430, Olfr434, Olfr435, Olfr446, Olfr455, Olfr456, Olfr46, Olfr460, Olfr470, Olfr472, Olfr480, Olfr481, Olfr485, Olfr495, Olfr498, Olfr5, Olfr502, Olfr504, Olfr508, Olfr509, Olfr519, Olfr52, Olfr520, Olfr521, Olfr522, Olfr523, Olfr524, Olfr525, Olfr527, Olfr53, Olfr530, Olfr531, Olfr532, Olfr533, Olfr535, Olfr538, Olfr541, Olfr547, Olfr55, Olfr550, Olfr551, Olfr552, Olfr555, Olfr558, Olfr56, Olfr571, Olfr572, Olfr589, Olfr596, Olfr605, Olfr607, Olfr61, Olfr610, Olfr611, Olfr612, Olfr617, Olfr618, Olfr632, Olfr633, Olfr635, Olfr638, Olfr653, Olfr654, Olfr658, Olfr659, Olfr66, Olfr661, Olfr663, Olfr666, Olfr667, Olfr668, Olfr669, Olfr677, Olfr678, Olfr679, Olfr68, Olfr681, Olfr687, Olfr692, Olfr693, Olfr694, Olfr70, Olfr700, Olfr703, Olfr706, Olfr71, Olfr724, Olfr730, Olfr735, Olfr736, Olfr738, Olfr740, Olfr741, Olfr744, Olfr761, Olfr765, Olfr768, Olfr769, Olfr77, Olfr771, Olfr788, Olfr819, Olfr837, Olfr845, Olfr850, Olfr876, Olfr877, Olfr885, Olfr887, Olfr894, Olfr895, Olfr898, Olfr899, Olfr902, Olfr913, Olfr919, Olfr934, Olfr938, Olfr945, Olfr948, Olfr952, Olfr955, Olfr959, Olfr960, Olfr965, Olfr968, Olfr969, Olfr97, Olfr970, Olfr972, Olfr983, Olfr985, Olfr987, Olfr988, Olfr99, Olfr992, Olfr993, Olfr994, OR10A2, OR10A3, OR10A4, OR10A6, OR10A7, OR10AG1, OR10G2, OR10G4, OR10G8, OR10G9, OR10H1, OR10H2, OR10H4, OR10H5, OR10J5, OR10Q1, OR10R2, OR10V1, OR10W1, OR11A1, OR11G2, OR11H12, OR11H4, OR11H6, OR12D3, OR13H1, OR13J1, OR1A1, OR1F1, OR1I1, OR1L4, OR1N1, OR1S2, OR2A1, OR2A14, OR2A2, OR2A5, OR2A7, OR2AE1, OR2AG1, OR2AG2, OR2AJ1, OR2B2, OR2B6, OR2D2, OR2D3, OR2F2, OR2H2, OR2J3, OR2L13, OR2L5, OR2M, OR2M3, OR2M4, OR2M7, OR2S2, OR2T1, OR2T12, OR2T35, OR2T4, OR2T5, OR2V1, OR2Y1, OR2Z1, OR4A47, OR4A5, OR4B1, OR4C11, OR4C12, OR4C15, OR4D10, OR4D11, OR4D5, OR4F21, OR4K1, OR4M2, OR4N2, OR4N4, OR4Q3, OR4X2, OR51A2, OR51B4, OR51B5, OR51D1, OR51F1, OR51G1, OR51G2, OR51H1, OR51I1, OR51I2, OR51L1, OR51Q1, OR51T1, OR51V1, OR52A1, OR52A5, OR52B4, OR52B6, OR52E2, OR52E4, OR52E5, OR52E6, OR52I1, OR52I2, OR52J3, OR52K1, OR52K2, OR52L1, OR52M1, OR52N1, OR52N4, OR52N5, OR56A3, OR56A5, OR56B199, OR56B4, OR5A2, OR5AK2, OR5AT1, OR5B17, OR5B2, OR5B3, OR5BF1, OR5D13, OR5D14, OR5D18, OR5J2, OR5K3, OR5L1, OR5L2, OR5M10, OR5M11, OR5M3, OR5M8, OR5M9, OR5P3, OR5R1, OR5T1, OR5T2, OR5T3, OR5U1, OR5W2, OR6B2, OR6B3, OR6M1, OR6N1, OR6Q1, OR6S1, OR6T1, OR6X1, OR7A10, OR7C2, OR7D2, OR8B2, OR8B4, OR8B8, OR8D2, OR8D4, OR8G1, OR8G2, OR8H1, OR8H2, OR8I2, OR8J1, OR8K3, OR8U1, OR8U8, OR9A2, OR9G9, OR9I1, OR9Q1, OTTMUSG00000008445, OTTMUSG00000008908, OTTMUSG00000008910, OTTMUSG00000008911, OTTMUSG00000008953, OTTMUSG00000009332, OTTMUSG00000014164, Reg lllα, Skint1, Skint5, Skint6, T2R38, TRPV1, TRPV3, V1RA7, V1RA9, V1rc1, V1RC21, V1RC24, Vmn1r101, Vmn1r15, Vmn1r152, Vmn1r158, Vmn1r17, Vmn1r86, Vmn1r90, and Vmn2r1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Eugenol, 1 g | sc-203043 | 1 g | $31.00 | |||
Eugenol, 100 g | sc-203043A | 100 g | $61.00 | |||
Eugenol, 500 g | sc-203043B | 500 g | $214.00 |