4-Terpineol, (+/-)-

PubChem CID	11230
Molecular Formula	C10H18O
Structure
Synonyms	Terpinen-4-ol 4-Carvomenthenol 562-74-3 4-Terpineol p-Menth-1-en-4-ol 1-Terpinen-4-ol Terpinenol-4 1-p-Menthen-4-ol Terpene-4-ol 1-Menthene-4-ol TERPINENE-4-OL 1-para-Menthen-4-ol 3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)- rac Terpinen-4-ol (+-)-p-Menth-1-en-4-ol Melaleucol (+/-)-Terpinen-4-ol Terpinenolu-4 Terpineol-4 4-Methyl-1-(1-methylethyl)-3-cyclohexen-1-ol dl-4-Terpineol FEMA No. 2248 Terpinine-4-ol (+/-)-4-Terpineol para-Menth-1-en-4-ol 4-Carvomenthenol (natural) 1-Methyl-4-isopropyl-1-cyclohexen-4-ol 4-Methyl-1-isopropyl-3-cyclohexen-1-ol Terpin-4-en-1-ol CCRIS 9067 NSC 147749 4-methyl-1-propan-2-ylcyclohex-3-en-1-ol EINECS 209-235-5 EINECS 248-910-9 UNII-L65MV77ZG6 4-Methyl-1-(propan-2-yl)cyclohex-3-en-1-ol alpha-terpinen-4-ol BRN 1906603 L65MV77ZG6 1-isopropyl-4-methylcyclohex-3-en-1-ol CHEBI:78884 NSC-147749 DTXSID4044824 HSDB 8264 (1)-1-(Isopropyl)-4-methylcyclohex-3-en-1-ol 4-06-00-00250 (Beilstein Handbook Reference) 4-TERPINEOL, (+/-)- TERPINEN-4-OL,(+/-)- MFCD00001562 1-(ISOPROPYL)-4-METHYLCYCLOHEX-3-EN-1-OL METHYL-1-(1-METHYLETHYL)-3-CYCLOHEXEN-1-OL L-4-terpineneol L-4-terpineol L-terpinen-4-ol Terpinenolu-4 [Czech] (+/-)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol Origanol Terpinen 4-ol 1-isopropyl-4-methylcyclohex-3-enol (-)-1-Isopropyl-4-methyl-3-cyclohexen-1-ol alpha -Terpinen-4-ol 1-Isopropyl-4-methyl-3-cyclohexen-1-ol, (R)- 1-isopropyl-4-methyl-cyclohex-3-en-1-ol SCHEMBL22344 TERPINEN-4-OL [FCC] (-)-p-Menth-1-en-4-ol CHEMBL507795 4-CARVOMENTHENOL [FHFI] DTXCID2024824 FEMA 2248 (+/-)-p-Menth-1-en-4-ol Tox21_301785 AC1341 NSC147749 s6118 AKOS015903412 CS-W018032 DB12816 HY-W017316 SB44714 4-Carvomenthenol, >=95%, FCC, FG NCGC00256250-01 1-Isopropyl-4-methyl-3-cyclohexen-1-ol 4-Carvomenthenol, natural, >=95%, FG AS-56462 CAS-562-74-3 DA-58415 SY012857 DB-066063 DB-234185 M0319 NS00013199 T1993 C17073 A918559 Q416114 (-)-4-Hydroxy-4-isopropyl-1-methyl-1-cyclohexene (+/-)-4-Hydroxy-4-isopropyl-1-methyl-1-cyclohexene Terpinen 4-ol, primary pharmaceutical reference standard

Computed Descriptors

IUPAC Name	4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
SMILES	CC1=CCC(CC1)(C(C)C)O
Canonical SMILES	CC1=CCC(CC1)(C(C)C)O
InChI	InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3
InChIKey	WRYLYDPHFGVWKC-UHFFFAOYSA-N

Computed Properties

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Molecular Weight	154.25 g/mol
XLogP3	2.2
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	1
Exact Mass	154.136
Monoisotopic Mass	154.136
Topological Polar Surface Area	20.2
Heavy Atom Count	11
Formal Charge	0
Complexity	170
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1

9 pairs of Verified P450 and 4-Terpineol, (+/-)-

Insect	Gene Symbol	Validation	Reference
Sitophilus zeamais	CYP6MS1	R	Knockdown of NADPH-cytochrome P450 reductase and CYP6MS1 increases the susceptibility of Sitophilus zeamais to terpinen-4-ol Pesticide Biochemistry and Physiology 2020/2/17 \| 10.1016/j.pestbp.2019.07.008 \| WOS:000510967200003 PubMed Link
Sitophilus zeamais	CYP6MS1	R	Role of CYP6MS subfamily enzymes in detoxification of Sitophilus zeamais after exposure to terpinen-4-ol and limonene Pesticide Biochemistry and Physiology 2023/8/12 \| 10.1016/j.pestbp.2023.105426 \| WOS:001041203600001 PubMed Link
Sitophilus zeamais	CYP6MS5	R	Role of CYP6MS subfamily enzymes in detoxification of Sitophilus zeamais after exposure to terpinen-4-ol and limonene Pesticide Biochemistry and Physiology 2023/8/12 \| 10.1016/j.pestbp.2023.105426 \| WOS:001041203600001 PubMed Link
Sitophilus zeamais	CYP6MS6	R	Role of CYP6MS subfamily enzymes in detoxification of Sitophilus zeamais after exposure to terpinen-4-ol and limonene Pesticide Biochemistry and Physiology 2023/8/12 \| 10.1016/j.pestbp.2023.105426 \| WOS:001041203600001 PubMed Link
Sitophilus zeamais	CYP6MS8	R	Role of CYP6MS subfamily enzymes in detoxification of Sitophilus zeamais after exposure to terpinen-4-ol and limonene Pesticide Biochemistry and Physiology 2023/8/12 \| 10.1016/j.pestbp.2023.105426 \| WOS:001041203600001 PubMed Link
Sitophilus zeamais	CYP6MS9	R	Role of CYP6MS subfamily enzymes in detoxification of Sitophilus zeamais after exposure to terpinen-4-ol and limonene Pesticide Biochemistry and Physiology 2023/8/12 \| 10.1016/j.pestbp.2023.105426 \| WOS:001041203600001 PubMed Link
Tribolium castaneum	CYP6BQ8	R	Cytochrome P450 gene CYP6BQ8 mediates terpinen-4-ol susceptibility in the red flour beetle, Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae) Bulletin of Entomological Research 2023/1/13 \| 10.1017/S0007485322000566 \| WOS:000912639800001 PubMed Link
Tribolium castaneum	CYP9Z6	R	Contact toxicity and transcriptomic analysis of terpinen-4-ol exposure in Tribolium castaneum Journal of Asia-Pacific Entomology 2022/7/29 \| 10.1016/j.aspen.2022.101950 \| WOS:000828665800002
Tribolium castaneum	CYP9Z6	R	Functional analysis of a cytochrome P450 gene CYP9Z6 responding to terpinen-4-ol in the red flour beetle, Tribolium castaneum Pesticide Biochemistry and Physiology 2022/11/21 \| 10.1016/j.pestbp.2022.105065 \| WOS:000883372600010 PubMed Link