3-O-[8-(5-acetyloxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-yl] 1-O-[[4-(2-hydroxy-6-methylhept-5-en-2-yl)cyclohexyl]methyl] propanedioate

Details

• Internal ID: d57fb348-2070-41a5-b47e-43e77339f8e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-O-[8-(5-acetyloxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-yl] 1-O-[[4-(2-hydroxy-6-methylhept-5-en-2-yl)cyclohexyl]methyl] propanedioate
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(C)CCOC(=O)C)C)OC(=O)CC(=O)OCC3CCC(CC3)C(C)(CCC=C(C)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(CC(CC2(C1CCC(C)CCOC(=O)C)C)OC(=O)CC(=O)OCC3CCC(CC3)C(C)(CCC=C(C)C)O)(C)C
• InChI: InChI=1S/C40H66O7/c1-27(2)11-10-21-40(9,44)32-16-14-31(15-17-32)26-46-36(42)23-37(43)47-33-24-38(6,7)35-19-13-29(4)34(39(35,8)25-33)18-12-28(3)20-22-45-30(5)41/h11,13,28,31-35,44H,10,12,14-26H2,1-9H3
• InChI Key: QPCQBJKAUJSXNL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₇
• Molecular Weight: 658.90 g/mol
• Exact Mass: 658.48085444 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 8.91
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	-	0.8209	82.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8992	89.92%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.8719	87.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.7820	78.20%
P-glycoprotein substrate	+	0.6657	66.57%
CYP3A4 substrate	+	0.7192	71.92%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8675	86.75%
CYP2C9 inhibition	-	0.7581	75.81%
CYP2C19 inhibition	-	0.7975	79.75%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	+	0.6939	69.39%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6222	62.22%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.5658	56.58%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5241	52.41%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6131	61.31%
skin sensitisation	-	0.7956	79.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.5590	55.90%
Thyroid receptor binding	-	0.5255	52.55%
Glucocorticoid receptor binding	+	0.7035	70.35%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.6547	65.47%
Honey bee toxicity	-	0.6963	69.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.65%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.72%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.66%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.57%	96.47%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.39%	97.21%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.35%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	90.24%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.98%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.70%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.39%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.84%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.51%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.51%	89.67%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.10%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.73%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.71%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.60%	89.34%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.25%	92.95%
CHEMBL5028	O14672	ADAM10	84.96%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.56%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.07%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.06%	91.19%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.05%	94.97%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.02%	91.07%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.41%	90.08%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.65%	91.03%
CHEMBL1871	P10275	Androgen Receptor	81.62%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.58%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.26%	95.58%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.96%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	80.16%	95.00%

Plants that contains it

• Baccharis latifolia

Cross-Links

• PubChem: 14262695
• LOTUS: LTS0057883
• wikiData: Q105225313