(1R,2S,3E,6R,7E,9R,11R)-4,8,15,15-tetramethyl-12-methylidenebicyclo[9.3.1]pentadeca-3,7-diene-2,6,9-triol

Details

• Internal ID: 87a53459-551f-48e5-92a3-bd5e4bca741f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,3E,6R,7E,9R,11R)-4,8,15,15-tetramethyl-12-methylidenebicyclo[9.3.1]pentadeca-3,7-diene-2,6,9-triol
• SMILES (Canonical): CC1=CC(C2CCC(=C)C(C2(C)C)CC(C(=CC(C1)O)C)O)O
• SMILES (Isomeric): C/C/1=C\[C@@H]([C@@H]2CCC(=C)[C@H](C2(C)C)C[C@H](/C(=C/[C@@H](C1)O)/C)O)O
• InChI: InChI=1S/C20H32O3/c1-12-8-15(21)10-14(3)18(22)11-17-13(2)6-7-16(19(23)9-12)20(17,4)5/h9-10,15-19,21-23H,2,6-8,11H2,1,3-5H3/b12-9+,14-10+/t15-,16+,17-,18-,19+/m1/s1
• InChI Key: DKXSZOQAGLAGBI-SDUHSUHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.5789	57.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6023	60.23%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8368	83.68%
P-glycoprotein inhibitior	-	0.8739	87.39%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7558	75.58%
CYP3A4 inhibition	-	0.6768	67.68%
CYP2C9 inhibition	-	0.8737	87.37%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	-	0.7073	70.73%
CYP inhibitory promiscuity	-	0.8567	85.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9502	95.02%
Skin irritation	+	0.6068	60.68%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4324	43.24%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6523	65.23%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.7154	71.54%
Estrogen receptor binding	+	0.6897	68.97%
Androgen receptor binding	-	0.5577	55.77%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.7299	72.99%
Aromatase binding	+	0.5531	55.31%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.7545	75.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1977	P11473	Vitamin D receptor	91.44%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.03%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	89.96%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.63%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.58%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.48%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.16%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.62%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.12%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%

Plants that contains it

• Taxus mairei

Cross-Links

• PubChem: 163028734
• LOTUS: LTS0261376
• wikiData: Q104983888