(1S,2S,4aR,6S,8-S,8aS,3'S,5'R,2''S)-methyl 1,2,4a,5,6,7,8,8a-octahydro-3',5'-dihydroxy-2,6-dimethyl-8-[(2-methyl-1-oxobutyl)oxy]-1-naphthaleneheptanoate

Details

• Internal ID: ac19ddad-5fd1-4845-9523-75e3e2865ed6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: methyl (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)OC)O)O)C
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)OC)O)O)C
• InChI: InChI=1S/C25H40O6/c1-6-16(3)25(29)31-22-12-15(2)11-18-8-7-17(4)21(24(18)22)10-9-19(26)13-20(27)14-23(28)30-5/h7-8,11,15-17,19-22,24,26-27H,6,9-10,12-14H2,1-5H3/t15-,16-,17-,19+,20+,21-,22-,24-/m0/s1
• InChI Key: VMFMWORUCARLEW-PNFAOAAFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₆
• Molecular Weight: 436.60 g/mol
• Exact Mass: 436.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.5190	51.90%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7781	77.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.8797	87.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6258	62.58%
P-glycoprotein inhibitior	-	0.6944	69.44%
P-glycoprotein substrate	+	0.9302	93.02%
CYP3A4 substrate	+	0.7157	71.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	+	0.5682	56.82%
CYP2C9 inhibition	-	0.8760	87.60%
CYP2C19 inhibition	-	0.8332	83.32%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.7669	76.69%
CYP inhibitory promiscuity	-	0.8210	82.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.7297	72.97%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9607	96.07%
Skin irritation	-	0.5959	59.59%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7521	75.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.8053	80.53%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8661	86.61%
Acute Oral Toxicity (c)	II	0.3564	35.64%
Estrogen receptor binding	+	0.6304	63.04%
Androgen receptor binding	+	0.8398	83.98%
Thyroid receptor binding	-	0.5308	53.08%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	-	0.6518	65.18%
PPAR gamma	-	0.7579	75.79%
Honey bee toxicity	-	0.8088	80.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.25%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.68%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.02%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.88%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.27%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.10%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.52%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.95%	97.79%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.30%	98.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.23%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.11%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.86%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.35%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.33%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101525227
• LOTUS: LTS0070358
• wikiData: Q77560682