(1S,2R,5S,7R,8R,10S,11S,14S,15S)-8,14-dihydroxy-14-[(1R)-1-[(2R,4R,5R,6S)-5-hydroxy-4-methoxy-4,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]ethyl]-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one

Details

• Internal ID: be6e606b-30eb-4033-a677-7b5763d49a0b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1S,2R,5S,7R,8R,10S,11S,14S,15S)-8,14-dihydroxy-14-[(1R)-1-[(2R,4R,5R,6S)-5-hydroxy-4-methoxy-4,5-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]ethyl]-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-3-one
• SMILES (Canonical): CC(C1CC(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)(C)O)(C)OC)C3(CCC4C3(CCC5C4CC(C67C5(C(=O)CC6C7)C)O)C)O
• SMILES (Isomeric): C[C@H]([C@H]1C[C@@]([C@@]([C@@H](O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C)O)(C)OC)[C@]3(CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@H]([C@@]67[C@@]5(C(=O)C[C@@H]6C7)C)O)C)O
• InChI: InChI=1S/C35H56O12/c1-16(21-14-31(3,44-6)33(5,42)29(46-21)47-28-27(41)26(40)25(39)22(15-36)45-28)35(43)10-8-19-18-12-24(38)34-13-17(34)11-23(37)32(34,4)20(18)7-9-30(19,35)2/h16-22,24-29,36,38-43H,7-15H2,1-6H3/t16-,17-,18+,19+,20+,21-,22-,24-,25-,26+,27-,28+,29+,30+,31-,32+,33+,34+,35+/m1/s1
• InChI Key: WFEKSECTGHHFOF-OINUIYIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₂
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.37717722 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6058	60.58%
Caco-2	-	0.8594	85.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6880	68.80%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.8943	89.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5673	56.73%
P-glycoprotein inhibitior	+	0.7141	71.41%
P-glycoprotein substrate	+	0.5318	53.18%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	+	0.5731	57.31%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7075	70.75%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.6380	63.80%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7432	74.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5700	57.00%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6206	62.06%
Acute Oral Toxicity (c)	I	0.4634	46.34%
Estrogen receptor binding	+	0.6284	62.84%
Androgen receptor binding	+	0.7858	78.58%
Thyroid receptor binding	-	0.5713	57.13%
Glucocorticoid receptor binding	+	0.6343	63.43%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.6725	67.25%
Honey bee toxicity	-	0.6489	64.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7099	70.99%

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	96.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.48%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.70%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.94%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	86.88%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.71%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.86%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	85.06%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.18%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.95%	90.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.76%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.52%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.27%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.03%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.94%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.92%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Solanum capsicoides

Cross-Links

• PubChem: 101130300
• LOTUS: LTS0092355
• wikiData: Q105303797