(3aS,4S,7S,8aR)-7-(3-hydroxyprop-1-en-2-yl)-1,4-dimethyl-3a,5,6,7,8,8a-hexahydro-3H-azulen-4-ol

Details

• Internal ID: 529486b2-61ed-45a8-8465-0e7be18bbaa9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3aS,4S,7S,8aR)-7-(3-hydroxyprop-1-en-2-yl)-1,4-dimethyl-3a,5,6,7,8,8a-hexahydro-3H-azulen-4-ol
• SMILES (Canonical): CC1=CCC2C1CC(CCC2(C)O)C(=C)CO
• SMILES (Isomeric): CC1=CC[C@H]2[C@H]1C[C@H](CC[C@]2(C)O)C(=C)CO
• InChI: InChI=1S/C15H24O2/c1-10-4-5-14-13(10)8-12(11(2)9-16)6-7-15(14,3)17/h4,12-14,16-17H,2,5-9H2,1,3H3/t12-,13-,14-,15-/m0/s1
• InChI Key: PSJVMHPTSMKIJY-AJNGGQMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7015	70.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.7066	70.66%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6955	69.55%
BSEP inhibitior	-	0.9237	92.37%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.7743	77.43%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.7534	75.34%
CYP2D6 substrate	-	0.7552	75.52%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8184	81.84%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	-	0.8582	85.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8861	88.61%
Skin irritation	-	0.6849	68.49%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5177	51.77%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5261	52.61%
skin sensitisation	-	0.5949	59.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6347	63.47%
Acute Oral Toxicity (c)	III	0.7695	76.95%
Estrogen receptor binding	-	0.4846	48.46%
Androgen receptor binding	-	0.6204	62.04%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	-	0.5954	59.54%
PPAR gamma	-	0.6911	69.11%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8956	89.56%

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	97.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.72%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.87%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.56%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.09%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	81.91%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.09%	96.95%
CHEMBL1871	P10275	Androgen Receptor	80.49%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	80.41%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.31%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.23%	91.24%

Plants that contains it

• Libocedrus chevalieri

Cross-Links

• PubChem: 23626330
• LOTUS: LTS0265451
• wikiData: Q105214218