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

Details

• Internal ID: 85ab7564-f01b-4988-b71c-c46afc727190
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(5-hydroxy-3-methylpent-3-enyl)-4,4,8a-trimethyl-7-methylidene-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC(=CCO)CCC1C(=C)CCC2C1(CC(CC2(C)C)O)C
• SMILES (Isomeric): CC(=CCO)CCC1C(=C)CCC2C1(CC(CC2(C)C)O)C
• InChI: InChI=1S/C20H34O2/c1-14(10-11-21)6-8-17-15(2)7-9-18-19(3,4)12-16(22)13-20(17,18)5/h10,16-18,21-22H,2,6-9,11-13H2,1,3-5H3
• InChI Key: WXDDNICHNBAQJL-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: 4.50
• 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	+	0.9937	99.37%
Caco-2	+	0.7731	77.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5297	52.97%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	-	0.6542	65.42%
P-glycoprotein inhibitior	-	0.6775	67.75%
P-glycoprotein substrate	-	0.7661	76.61%
CYP3A4 substrate	+	0.5927	59.27%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7261	72.61%
CYP2C9 inhibition	-	0.8993	89.93%
CYP2C19 inhibition	-	0.8146	81.46%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	-	0.6177	61.77%
CYP inhibitory promiscuity	-	0.6808	68.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6659	66.59%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8726	87.26%
skin sensitisation	-	0.5479	54.79%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.8590	85.90%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	+	0.5865	58.65%
Thyroid receptor binding	+	0.6034	60.34%
Glucocorticoid receptor binding	+	0.7606	76.06%
Aromatase binding	+	0.6643	66.43%
PPAR gamma	+	0.6963	69.63%
Honey bee toxicity	-	0.8582	85.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	91.06%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.42%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.91%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.94%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.18%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.44%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.12%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.10%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.82%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%

Plants that contains it

• Aglaia cucullata
• Ophryosporus chilca
• Ophryosporus floribundus
• Ophryosporus heptanthus

Cross-Links

• PubChem: 162990209
• LOTUS: LTS0131195
• wikiData: Q105314534