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

Details

• Internal ID: 8dd47b91-bdae-443b-9c9d-208ee661b3f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: methyl 3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
• InChI: InChI=1S/C37H62O8/c1-21(2)23(5)11-18-37(9,42)25-13-17-36(8)30(25)27(45-33-32(41)31(40)26(38)20-44-33)19-28-34(6,15-14-29(39)43-10)24(22(3)4)12-16-35(28,36)7/h21,24-28,30-33,38,40-42H,3,5,11-20H2,1-2,4,6-10H3/t24-,25-,26+,27+,28+,30-,31-,32+,33-,34-,35+,36+,37-/m0/s1
• InChI Key: FSHSSFILCCBENK-KOMNUGNMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₂O₈
• Molecular Weight: 634.90 g/mol
• Exact Mass: 634.44446893 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8738	87.38%
Caco-2	-	0.8231	82.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7829	78.29%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.8589	85.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	+	0.7012	70.12%
P-glycoprotein inhibitior	+	0.6781	67.81%
P-glycoprotein substrate	+	0.6883	68.83%
CYP3A4 substrate	+	0.7186	71.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.8571	85.71%
CYP2C9 inhibition	-	0.7156	71.56%
CYP2C19 inhibition	-	0.7776	77.76%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.7765	77.65%
CYP2C8 inhibition	+	0.6598	65.98%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4056	40.56%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5793	57.93%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6723	67.23%
Acute Oral Toxicity (c)	I	0.4238	42.38%
Estrogen receptor binding	+	0.5771	57.71%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	-	0.5375	53.75%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.6711	67.11%
Honey bee toxicity	-	0.6315	63.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	99.60%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.56%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.31%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	93.35%	91.07%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.54%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	90.26%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.86%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.23%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.18%	97.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.81%	96.61%
CHEMBL5028	O14672	ADAM10	87.40%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.76%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.18%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.79%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.25%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.14%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.10%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.16%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.66%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.44%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.12%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.99%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.96%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.54%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.42%	92.78%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.29%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.82%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.60%	95.89%

Plants that contains it

• Alnus pendula

Cross-Links

• PubChem: 21596602
• LOTUS: LTS0261170
• wikiData: Q105000641