[(1R)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,12,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate

Details

• Internal ID: 89e8c4f2-5633-4c70-aae1-89b1a023aa73
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1R)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,12,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6(C5CC(C7(C6(CCC7(C(C)OC(=O)C)O)O)C)O)O)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@]5([C@H](C4)CC[C@@]6([C@@H]5C[C@H]([C@]7([C@@]6(CC[C@]7([C@@H](C)OC(=O)C)O)O)C)O)O)C)C)C)O)OC)O
• InChI: InChI=1S/C44H74O17/c1-21-34(47)38(54-10)35(48)39(57-21)61-37-23(3)56-33(19-29(37)53-9)60-36-22(2)55-32(18-28(36)52-8)59-27-12-13-40(6)26(17-27)11-14-43(50)30(40)20-31(46)41(7)42(49,15-16-44(41,43)51)24(4)58-25(5)45/h21-24,26-39,46-51H,11-20H2,1-10H3/t21-,22-,23-,24-,26+,27+,28+,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39+,40+,41-,42-,43+,44-/m1/s1
• InChI Key: BBPXSUILPKNQKJ-KVEAOPHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₄O₁₇
• Molecular Weight: 875.00 g/mol
• Exact Mass: 874.49260089 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7123	71.23%
Caco-2	-	0.8810	88.10%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9347	93.47%
P-glycoprotein inhibitior	+	0.7518	75.18%
P-glycoprotein substrate	+	0.7216	72.16%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.9220	92.20%
CYP2C9 inhibition	-	0.9277	92.77%
CYP2C19 inhibition	-	0.9225	92.25%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.8341	83.41%
CYP2C8 inhibition	-	0.5824	58.24%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.5381	53.81%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7538	75.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.9001	90.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9066	90.66%
Acute Oral Toxicity (c)	II	0.3262	32.62%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	-	0.5311	53.11%
Glucocorticoid receptor binding	+	0.7322	73.22%
Aromatase binding	+	0.7021	70.21%
PPAR gamma	+	0.7959	79.59%
Honey bee toxicity	-	0.6195	61.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.8177	81.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.50%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.69%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.39%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.92%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.11%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.09%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.26%	97.56%
CHEMBL204	P00734	Thrombin	85.36%	96.01%
CHEMBL1937	Q92769	Histone deacetylase 2	84.97%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.69%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.64%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.53%	97.21%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.34%	96.21%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.97%	95.71%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.93%	91.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.24%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.92%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.61%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.48%	85.14%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.45%	89.44%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.13%	97.86%

Plants that contains it

• Gongronemopsis tenacissima

Cross-Links

• PubChem: 154497564
• LOTUS: LTS0067374
• wikiData: Q104922981