methyl 5-[2-[5-ethenyl-5-[2-(5-methoxycarbonyl-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]cyclohexen-1-yl]ethenyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

• Internal ID: 39924333-079d-4d66-8b9b-a4b49fd352bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 5-[2-[5-ethenyl-5-[2-(5-methoxycarbonyl-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]cyclohexen-1-yl]ethenyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC(=C)C2C=CC3=CCCC(C3)(C=C)C=CC4C(=C)CCC5C4(CCCC5(C)C(=O)OC)C)(C)C(=O)OC
• SMILES (Isomeric): CC12CCCC(C1CCC(=C)C2C=CC3=CCCC(C3)(C=C)C=CC4C(=C)CCC5C4(CCCC5(C)C(=O)OC)C)(C)C(=O)OC
• InChI: InChI=1S/C42H60O4/c1-10-42(27-21-33-30(3)16-20-35-39(33,5)23-13-25-41(35,7)37(44)46-9)26-11-14-31(28-42)17-18-32-29(2)15-19-34-38(32,4)22-12-24-40(34,6)36(43)45-8/h10,14,17-18,21,27,32-35H,1-3,11-13,15-16,19-20,22-26,28H2,4-9H3
• InChI Key: LRAIWSVHUGUNRT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₀O₄
• Molecular Weight: 628.90 g/mol
• Exact Mass: 628.44916039 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 10.29
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.8099	80.99%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6447	64.47%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8687	86.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8031	80.31%
P-glycoprotein substrate	-	0.6220	62.20%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.6483	64.83%
CYP2C9 inhibition	-	0.7972	79.72%
CYP2C19 inhibition	-	0.7518	75.18%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.7953	79.53%
CYP2C8 inhibition	+	0.6230	62.30%
CYP inhibitory promiscuity	-	0.7873	78.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8120	81.20%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8099	80.99%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	+	0.5103	51.03%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7673	76.73%
Acute Oral Toxicity (c)	III	0.7928	79.28%
Estrogen receptor binding	+	0.7118	71.18%
Androgen receptor binding	+	0.7082	70.82%
Thyroid receptor binding	+	0.6133	61.33%
Glucocorticoid receptor binding	+	0.7024	70.24%
Aromatase binding	+	0.6037	60.37%
PPAR gamma	+	0.6724	67.24%
Honey bee toxicity	-	0.7294	72.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.29%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.96%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.56%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL5028	O14672	ADAM10	83.64%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.38%	92.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.26%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.05%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.39%	100.00%

Plants that contains it

• Cunninghamia lanceolata

Cross-Links

• PubChem: 163016822
• LOTUS: LTS0047586
• wikiData: Q105156027