methyl 3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-4-[(2S,3R,4S,5R)-3-acetyloxy-4,5-dihydroxyoxan-2-yl]oxy-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate

Details

• Internal ID: 3377b9d3-cb97-4f78-92fa-5ac993dd703b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: methyl 3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-4-[(2S,3R,4S,5R)-3-acetyloxy-4,5-dihydroxyoxan-2-yl]oxy-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
• InChI: InChI=1S/C39H64O9/c1-22(2)24(5)12-19-39(10,44)27-14-18-38(9)32(27)29(48-35-34(47-25(6)40)33(43)28(41)21-46-35)20-30-36(7,16-15-31(42)45-11)26(23(3)4)13-17-37(30,38)8/h22,26-30,32-35,41,43-44H,3,5,12-21H2,1-2,4,6-11H3/t26-,27-,28+,29+,30+,32-,33-,34+,35-,36-,37+,38+,39-/m0/s1
• InChI Key: JUVUYWNWPTYJBC-ZNROOEOWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₉
• Molecular Weight: 676.90 g/mol
• Exact Mass: 676.45503361 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.13
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9233	92.33%
Caco-2	-	0.8373	83.73%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8436	84.36%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7074	70.74%
BSEP inhibitior	+	0.8138	81.38%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	+	0.7120	71.20%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.7186	71.86%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.8080	80.80%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.7377	73.77%
CYP2C8 inhibition	+	0.6706	67.06%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7007	70.07%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9072	90.72%
Skin irritation	+	0.5113	51.13%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4781	47.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5344	53.44%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	I	0.4566	45.66%
Estrogen receptor binding	+	0.6206	62.06%
Androgen receptor binding	+	0.7008	70.08%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6848	68.48%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.6133	61.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	99.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.76%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.34%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.08%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.87%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.45%	91.07%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.95%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.12%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.04%	97.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.85%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.75%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.60%	95.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.01%	97.33%
CHEMBL5028	O14672	ADAM10	87.75%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.31%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.12%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.63%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	85.36%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.03%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.05%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	83.82%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.43%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.45%	85.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.79%	98.75%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.10%	87.16%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.76%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.45%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.37%	94.97%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.36%	97.50%

Plants that contains it

• Alnus pendula

Cross-Links

• PubChem: 162956596
• LOTUS: LTS0231412
• wikiData: Q105135452