3,5,5-Trimethyl-2-cyclohexen-1-ol, (1S)-

Details

• Internal ID: 2297bdc3-2f69-4748-8568-5c0ad3b2a302
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1S)-3,5,5-trimethylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1=CC(CC(C1)(C)C)O
• SMILES (Isomeric): CC1=C[C@H](CC(C1)(C)C)O
• InChI: InChI=1S/C9H16O/c1-7-4-8(10)6-9(2,3)5-7/h4,8,10H,5-6H2,1-3H3/t8-/m1/s1
• InChI Key: LDRWAWZXDDBHTG-MRVPVSSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.22 g/mol
• Exact Mass: 140.120115130 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 3,5,5-Trimethyl-2-cyclohexen-1-ol, (1S)-
• UNII-61X13097C0
• 64543-48-2
• 61X13097C0
• (-)-isophorol
• (S)-3,5,5-Trimethyl-2-cyclohexene-1-ol
• Q27263386

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.8974	89.74%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4841	48.41%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.9783	97.83%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	-	0.5828	58.28%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7416	74.16%
CYP3A4 inhibition	-	0.8744	87.44%
CYP2C9 inhibition	-	0.7691	76.91%
CYP2C19 inhibition	-	0.6467	64.67%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.9780	97.80%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7071	70.71%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.8443	84.43%
Eye irritation	+	0.9850	98.50%
Skin irritation	+	0.6947	69.47%
Skin corrosion	-	0.8395	83.95%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6101	61.01%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6372	63.72%
skin sensitisation	+	0.8547	85.47%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5100	51.00%
Acute Oral Toxicity (c)	III	0.8260	82.60%
Estrogen receptor binding	-	0.9718	97.18%
Androgen receptor binding	-	0.8730	87.30%
Thyroid receptor binding	-	0.9026	90.26%
Glucocorticoid receptor binding	-	0.9215	92.15%
Aromatase binding	-	0.9200	92.00%
PPAR gamma	-	0.9206	92.06%
Honey bee toxicity	-	0.9527	95.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8020	80.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.25%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.36%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.49%	90.00%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 6999727
• NPASS: NPC23228