5-(3-hydroxy-3-methylpent-4-enyl)-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol

Details

• Internal ID: fa5b02cd-659d-49dc-8bac-dae24ab3713a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(3-hydroxy-3-methylpent-4-enyl)-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1O)C)CCC(C)(C=C)O)C
• SMILES (Isomeric): CC1(C2CCC(=C)C(C2(CCC1O)C)CCC(C)(C=C)O)C
• InChI: InChI=1S/C20H34O2/c1-7-19(5,22)12-10-15-14(2)8-9-16-18(3,4)17(21)11-13-20(15,16)6/h7,15-17,21-22H,1-2,8-13H2,3-6H3
• InChI Key: BPVLHHCARIEPNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7250	72.50%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5313	53.13%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7279	72.79%
P-glycoprotein inhibitior	-	0.8514	85.14%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.6807	68.07%
CYP2C9 inhibition	-	0.9038	90.38%
CYP2C19 inhibition	-	0.6640	66.40%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.6237	62.37%
CYP inhibitory promiscuity	-	0.6398	63.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.5452	54.52%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6810	68.10%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	+	0.6371	63.71%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8574	85.74%
Acute Oral Toxicity (c)	III	0.7161	71.61%
Estrogen receptor binding	+	0.6490	64.90%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	+	0.5589	55.89%
Glucocorticoid receptor binding	+	0.7998	79.98%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5662	56.62%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	96.89%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.60%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.21%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.24%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.28%	97.79%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL1871	P10275	Androgen Receptor	83.88%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.78%	90.24%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.31%	90.17%

Plants that contains it

• Abies pinsapo
• Cedrus atlantica
• Croton sublyratus
• Diplopterygium glaucum
• Erigeron trihecatactis
• Erythroxylum cuneatum
• Solidago rugosa

Cross-Links

• PubChem: 13918625
• LOTUS: LTS0272270
• wikiData: Q104944189