Terpin

Details

• Internal ID: 7b93dcca-1468-46d4-a67f-f5cb2e0c3142
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol
• SMILES (Canonical): CC1(CCC(CC1)C(C)(C)O)O
• SMILES (Isomeric): CC1(CCC(CC1)C(C)(C)O)O
• InChI: InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3
• InChI Key: RBNWAMSGVWEHFP-UHFFFAOYSA-N
• Popularity: 404 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.26 g/mol
• Exact Mass: 172.146329876 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• trans-Terpin
• p-Menthane-1,8-diol
• 80-53-5
• 565-48-0
• cis-p-Menthan-1,8-diol
• 1,8-Terpin
• 4-p-Menthan-1,8-diol
• 565-50-4
• 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol
• Terpin, trans-
• cis-1,8-p-Menthanediol
• trans-1,8-Terpin
• trans-p-Menthan-1,8-diol
• Dipenteneglycol
• Terpene
• NSC 403856
• Terpin trans-form [MI]
• trans-1,8-p-Menthanediol
• trans-p-Menthane-1,8-diol
• cis-4-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol
• Terpinol
• Terpin (VAN)
• Terpin [BAN]
• NSC-403856
• UNII-4HW1S44T5G
• UNII-MPF495B08R
• 4HW1S44T5G
• MPF495B08R
• Cyclohexanemethanol, 4-hydroxy-.alpha.,.alpha.,4-trimethyl-
• DTXSID7023643
• 4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol
• 1,8-Terpenediol
• EINECS 201-288-2
• EINECS 209-279-5
• 1,4-Terpin
• NCGC00159414-02
• EC 201-288-2
• 4-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol
• Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-
• Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, trans-
• Terpinhydrat
• trans_terpin
• cis-Terpin
• Terpin anhydrous
• p-Mentha-1,8-diol
• p-menthan-1,8-diol
• TERPIN [WHO-DD]
• TERPIN [MI]
• cis-p-Menthane-1,8-diol
• 4-(2-Hydroxy-2-propanyl)-1-methylcyclohexanol
• Cyclohexanemethanol, 4-hydroxy-?,?,4-trimethyl-
• SCHEMBL19192
• DTXCID903643
• SCHEMBL5377815
• SCHEMBL9536260
• CHEMBL1414114
• CHEMBL1513871
• CHEMBL1651998
• CHEBI:134806
• CHEBI:179539
• DTXSID401031800
• DTXSID501031803
• Pharmakon1600-01506188
• HY-N4324
• Tox21_111646
• BBL034665
• NSC403856
• NSC760418
• STL356461
• AKOS022099020
• AKOS024348939
• AKOS037514988
• CAS-80-53-5
• Cyclohexanemethanol,.alpha.,4-trimethyl-
• NCGC00159414-01
• NCGC00159414-03
• NCGC00159414-04
• NCGC00159414-05
• NCGC00159414-06
• NCGC00166136-01
• AS-83272
• NCI60_003817
• PD132153
• trans-Terpin, analytical standard, for GC
• CS-0032749
• T2344
• AB01563167_01
• 4-(1-Hydroxy-1-methylethyl)-1-methylcyclohexanol
• cis-4-Hydroxy-|A,|A,4-trimethylcyclohexanemethanol
• TERPIN MONOHYDRATE IMPURITY D [EP IMPURITY]
• W-107311
• 4-(1-Hydroxy-1-methylethyl)-1-methylcyclohexanol #
• Q27259605
• Q27284154
• (1R,4R)-4-(2-HYDROXYPROPAN-2-YL)-1-METHYLCYCLOHEXAN-1-OL
• CYCLOHEXANEMETHANOL, 4-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, CIS-
• CYCLOHEXANEMETHANOL, 4-HYDROXY-.ALPHA.,.ALPHA.,4-TRIMETHYL-, TRANS-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7637	76.37%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7104	71.04%
OATP2B1 inhibitior	-	0.8443	84.43%
OATP1B1 inhibitior	+	0.9587	95.87%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9253	92.53%
P-glycoprotein inhibitior	-	0.9806	98.06%
P-glycoprotein substrate	-	0.9600	96.00%
CYP3A4 substrate	-	0.5485	54.85%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.7417	74.17%
CYP3A4 inhibition	-	0.9350	93.50%
CYP2C9 inhibition	-	0.7919	79.19%
CYP2C19 inhibition	-	0.8915	89.15%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.7225	72.25%
CYP2C8 inhibition	-	0.9199	91.99%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.7172	71.72%
Eye irritation	+	0.9072	90.72%
Skin irritation	+	0.5743	57.43%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7143	71.43%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6973	69.73%
skin sensitisation	+	0.8338	83.38%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4707	47.07%
Acute Oral Toxicity (c)	III	0.9295	92.95%
Estrogen receptor binding	-	0.8150	81.50%
Androgen receptor binding	-	0.8949	89.49%
Thyroid receptor binding	-	0.7820	78.20%
Glucocorticoid receptor binding	-	0.7427	74.27%
Aromatase binding	-	0.8688	86.88%
PPAR gamma	-	0.9190	91.90%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7921	79.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.09%	97.25%
CHEMBL1871	P10275	Androgen Receptor	91.22%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.58%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.53%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.96%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.70%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.57%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.13%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.91%	91.03%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.52%	95.69%
CHEMBL1937	Q92769	Histone deacetylase 2	80.51%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.38%	100.00%

Plants that contains it

• Excoecaria agallocha
• Schisandra sphenanthera
• Vitis vinifera

Cross-Links

• PubChem: 6651
• NPASS: NPC77550
• LOTUS: LTS0146472
• wikiData: Q81983882