(3R,3aS,6R,9aS)-3,5,6-trimethyl-9-methylidene-2,3a,6,7,8,9a-hexahydro-1H-cyclopenta[8]annulen-3-ol

Details

• Internal ID: 4d12e733-a14d-45b8-9b42-2ebff5bb95b5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3R,3aS,6R,9aS)-3,5,6-trimethyl-9-methylidene-2,3a,6,7,8,9a-hexahydro-1H-cyclopenta[8]annulen-3-ol
• SMILES (Canonical): CC1CCC(=C)C2CCC(C2C=C1C)(C)O
• SMILES (Isomeric): C[C@@H]1CCC(=C)[C@H]2CC[C@@]([C@H]2C=C1C)(C)O
• InChI: InChI=1S/C15H24O/c1-10-5-6-11(2)13-7-8-15(4,16)14(13)9-12(10)3/h9-10,13-14,16H,2,5-8H2,1,3-4H3/t10-,13-,14+,15-/m1/s1
• InChI Key: LMBNOBPWWFAPHY-QPKOPYBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7742	77.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6792	67.92%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8629	86.29%
OATP1B3 inhibitior	+	0.7906	79.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.8999	89.99%
P-glycoprotein substrate	-	0.8163	81.63%
CYP3A4 substrate	+	0.6067	60.67%
CYP2C9 substrate	-	0.7433	74.33%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	-	0.8513	85.13%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.7601	76.01%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.6638	66.38%
CYP2C8 inhibition	-	0.7441	74.41%
CYP inhibitory promiscuity	-	0.8921	89.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5430	54.30%
Eye corrosion	-	0.9741	97.41%
Eye irritation	+	0.5366	53.66%
Skin irritation	+	0.7311	73.11%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3666	36.66%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6295	62.95%
skin sensitisation	+	0.5895	58.95%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7621	76.21%
Acute Oral Toxicity (c)	III	0.7804	78.04%
Estrogen receptor binding	-	0.8564	85.64%
Androgen receptor binding	-	0.6135	61.35%
Thyroid receptor binding	-	0.5784	57.84%
Glucocorticoid receptor binding	-	0.6072	60.72%
Aromatase binding	-	0.7061	70.61%
PPAR gamma	-	0.8363	83.63%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9702	97.02%

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	95.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.49%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.21%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.61%	96.09%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	82.46%	94.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.01%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.68%	97.09%

Plants that contains it

• Dumortiera hirsuta
• Plectranthus xanthanthus

Cross-Links

• PubChem: 162927489
• LOTUS: LTS0273000
• wikiData: Q105252382