[(4aR,5R,8aS)-1-(hydroxymethyl)-4a-methyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methanol

Details

• Internal ID: 4e7c54b0-1965-4bb9-b082-68f8af3e4b77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(4aR,5R,8aS)-1-(hydroxymethyl)-4a-methyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methanol
• InChI: InChI=1S/C20H32O2/c1-5-15(2)7-9-17-16(3)8-10-18-19(17,4)11-6-12-20(18,13-21)14-22/h5,7,17-18,21-22H,1,3,6,8-14H2,2,4H3/b15-7+/t17-,18+,19-/m1/s1
• InChI Key: DIJDCROCSCAQAD-WWZDVHTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.6245	62.45%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.7411	74.11%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.8851	88.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6314	63.14%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.8047	80.47%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	0.7951	79.51%
CYP2D6 substrate	-	0.7745	77.45%
CYP3A4 inhibition	-	0.8623	86.23%
CYP2C9 inhibition	-	0.7045	70.45%
CYP2C19 inhibition	-	0.6801	68.01%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.7395	73.95%
CYP2C8 inhibition	-	0.6706	67.06%
CYP inhibitory promiscuity	-	0.6457	64.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.8560	85.60%
Skin irritation	-	0.8138	81.38%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7752	77.52%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	-	0.6299	62.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.6546	65.46%
Estrogen receptor binding	+	0.5350	53.50%
Androgen receptor binding	+	0.6155	61.55%
Thyroid receptor binding	-	0.5412	54.12%
Glucocorticoid receptor binding	+	0.6366	63.66%
Aromatase binding	+	0.5396	53.96%
PPAR gamma	+	0.6615	66.15%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	95.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.27%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	92.89%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.65%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.51%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL233	P35372	Mu opioid receptor	83.68%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.75%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	80.41%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%

Plants that contains it

• Mikania alvimii

Cross-Links

• PubChem: 163030436
• LOTUS: LTS0265719
• wikiData: Q104981411