(1S,2S,3S,6R,7R,8Z)-8-(1-hydroxypropan-2-ylidene)-1,3-dimethyltricyclo[4.4.0.02,7]decan-3-ol

Details

• Internal ID: af1c6add-8817-4c25-be21-c7a791cc388e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,3S,6R,7R,8Z)-8-(1-hydroxypropan-2-ylidene)-1,3-dimethyltricyclo[4.4.0.02,7]decan-3-ol
• SMILES (Canonical): CC(=C1CCC2(C3C1C2C(CC3)(C)O)C)CO
• SMILES (Isomeric): C/C(=C/1\CC[C@]2([C@H]3[C@@H]1[C@@H]2[C@@](CC3)(C)O)C)/CO
• InChI: InChI=1S/C15H24O2/c1-9(8-16)10-4-6-14(2)11-5-7-15(3,17)13(14)12(10)11/h11-13,16-17H,4-8H2,1-3H3/b10-9-/t11-,12-,13+,14+,15+/m1/s1
• InChI Key: VCKNBYBUMOAFMV-KIOMNFBLSA-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: 1.90
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7838	78.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5020	50.20%
OATP2B1 inhibitior	-	0.8484	84.84%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5885	58.85%
BSEP inhibitior	-	0.8301	83.01%
P-glycoprotein inhibitior	-	0.8851	88.51%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	+	0.5257	52.57%
CYP2C9 inhibition	-	0.7829	78.29%
CYP2C19 inhibition	-	0.7463	74.63%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.7591	75.91%
CYP2C8 inhibition	-	0.8159	81.59%
CYP inhibitory promiscuity	-	0.7597	75.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6157	61.57%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.6457	64.57%
Skin irritation	-	0.7047	70.47%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5391	53.91%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5202	52.02%
skin sensitisation	-	0.6162	61.62%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4632	46.32%
Acute Oral Toxicity (c)	III	0.8208	82.08%
Estrogen receptor binding	-	0.5103	51.03%
Androgen receptor binding	+	0.5864	58.64%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	-	0.4701	47.01%
Aromatase binding	-	0.6802	68.02%
PPAR gamma	-	0.6631	66.31%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9153	91.53%

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	96.54%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.99%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.00%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.74%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.91%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.84%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.48%	95.89%
CHEMBL1871	P10275	Androgen Receptor	84.03%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.26%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.60%	92.94%

Plants that contains it

• Ocimum americanum

Cross-Links

• PubChem: 162893944
• LOTUS: LTS0026188
• wikiData: Q105283755