Molecular structure of (−)-Menthol, CAS Number: 2216-51-5
(−)-Menthol (CAS 2216-51-5)
See product citations (2)
Alternate Names:
(1R,2S,5R)-Menthol
Application:
(−)-Menthol is a cooling agent that strongly activates TRPM8
CAS Number:
2216-51-5
Purity:
>98%
Molecular Weight:
156.27
Molecular Formula:
C10H20O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(−)-Menthol is a cooling agent. Strongly activates TRPM8 (cold menthol receptor 1 CMR1) and ANKTM1(TRPA1). (−)-Menthol, a terpene alcohol, has garnered interest in the realm of in vitro studies aimed at exploring its impact on biochemical and physiological systems. Investigations have been conducted to evaluate its potential as a modulator of ion channels, an activator of receptors, and a regulator of gene expression. Additionally, it has been scrutinized for its antimicrobial properties, showcasing its ability to impede the growth of select bacteria and fungi.
(−)-Menthol (CAS 2216-51-5) References
- Identification of a cold receptor reveals a general role for TRP channels in thermosensation. | McKemy, DD., et al. 2002. Nature. 416: 52-8. PMID: 11882888
- TRPM8 activation by menthol, icilin, and cold is differentially modulated by intracellular pH. | Andersson, DA., et al. 2004. J Neurosci. 24: 5364-9. PMID: 15190109
- (-)-Menthol biosynthesis and molecular genetics. | Croteau, RB., et al. 2005. Naturwissenschaften. 92: 562-77. PMID: 16292524
- Sensing with TRP channels. | Voets, T., et al. 2005. Nat Chem Biol. 1: 85-92. PMID: 16408004
- Analgesia mediated by the TRPM8 cold receptor in chronic neuropathic pain. | Proudfoot, CJ., et al. 2006. Curr Biol. 16: 1591-605. PMID: 16920620
- The menthol receptor TRPM8 is the principal detector of environmental cold. | Bautista, DM., et al. 2007. Nature. 448: 204-8. PMID: 17538622
- Bimodal action of menthol on the transient receptor potential channel TRPA1. | Karashima, Y., et al. 2007. J Neurosci. 27: 9874-84. PMID: 17855602
- Fumigant and contact toxicities of monoterpenes to Sitophilus oryzae (L.) and Tribolium castaneum (Herbst) and their inhibitory effects on acetylcholinesterase activity. | Abdelgaleil, SA., et al. 2009. J Chem Ecol. 35: 518-25. PMID: 19412756
- Peak assignment in multi-capillary column-ion mobility spectrometry using comparative studies with gas chromatography-mass spectrometry for VOC analysis. | Jünger, M., et al. 2010. Anal Bioanal Chem. 396: 471-82. PMID: 19838827
- Acaricidal and quantitative structure activity relationship of monoterpenes against the two-spotted spider mite, Tetranychus urticae. | Badawy, ME., et al. 2010. Exp Appl Acarol. 52: 261-74. PMID: 20431924
- Nickel-catalysed Suzuki-Miyaura coupling of amides. | Weires, NA., et al. 2016. Nat Chem. 8: 75-9. PMID: 26673267
- Improvement of the pharmacological activity of menthol via enzymatic β-anomer-selective glycosylation. | Choi, HY., et al. 2017. AMB Express. 7: 167. PMID: 28853018
- Product recovery of an enzymatically synthesized (-)-menthol ester in a deep eutectic solvent. | Pätzold, M., et al. 2019. Bioprocess Biosyst Eng. 42: 1385-1389. PMID: 31069512
- Phenolic -OH group is crucial for the antifungal activity of terpenoids via disruption of cell membrane integrity. | Konuk, HB. and Ergüden, B. 2020. Folia Microbiol (Praha). 65: 775-783. PMID: 32193708
- Chiral protic imidazolium salts with a (-)-menthol fragment in the cation: synthesis, properties and use in the Diels-Alder reaction. | Janus, E., et al. 2018. RSC Adv. 8: 10318-10331. PMID: 35702623
Inhibitor of:
Obp1a, Olfr1024, Olfr310, Olfr323, Olfr33, Olfr354, Olfr355, Olfr362, Olfr42, Olfr420, Olfr430, Olfr433, Olfr456, Olfr522, Olfr635, Olfr656, Olfr731, Olfr853, Olfr854, Olfr888, OR5M8, V1RL5, and Vmn1r167.Activator of:
ANKTM1, Clca6, CLEC-12B, MrgA3, MrgB13, MrgB3, MYADML2, NAIP1, Olfactorin, Olfr1008, Olfr1024, Olfr1038, Olfr108, Olfr1086, Olfr110, Olfr1105, Olfr111, 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, 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, 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, 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, Olfr211, Olfr212, Olfr213, Olfr214, Olfr215, Olfr216, Olfr218, Olfr220, Olfr221, Olfr222, Olfr223, Olfr225, Olfr228, Olfr23, Olfr234, Olfr235, Olfr24, Olfr242, Olfr244, Olfr247, Olfr25, Olfr259, Olfr26, Olfr262, Olfr266, Olfr267, Olfr27, Olfr270, Olfr272, Olfr273, Olfr275, Olfr281, Olfr282, Olfr283, Olfr284, Olfr285, Olfr286, Olfr287, Olfr288, Olfr290, Olfr291, Olfr292, Olfr293, Olfr294, Olfr295, Olfr298, Olfr33, Olfr470, Olfr536, Olfr571, Olfr700, Olfr708, Olfr771, Olfr837, Olfr945, Olfr970, OR1J1, OR1J4, OR1L1, OR1L6, OR1N2, OR2AG2, OR2Z1, OR4F6, OR4Q3, OR7G3, OR8H1, OR8K5, TRPM4, TRPM8, Vmn1r149, Vmn1r158, and VRL-1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(−)-Menthol, 1 g | sc-202705 | 1 g | $20.00 | |||
(−)-Menthol, 50 g | sc-202705A | 50 g | $40.00 |