17-[1-[6-(3,5-Dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-5-methyloxan-2-yl]ethyl]-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one

Details

• Internal ID: 358db0b5-d65b-4493-8297-b370b734de18
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 17-[1-[6-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-5-methyloxan-2-yl]ethyl]-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1CCC(OC1OC2C(C(C(C(O2)C)O)OC)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C
• SMILES (Isomeric): CC1CCC(OC1OC2C(C(C(C(O2)C)O)OC)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C
• InChI: InChI=1S/C40H64O13/c1-18-7-10-28(51-36(18)53-38-34(47)35(48-6)30(43)20(3)49-38)19(2)23-8-9-24-22-16-27(42)26-15-21(11-13-40(26,5)25(22)12-14-39(23,24)4)50-37-33(46)32(45)31(44)29(17-41)52-37/h16,18-21,23-26,28-38,41,43-47H,7-15,17H2,1-6H3
• InChI Key: NDAYDFGEXFEFMC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₃
• Molecular Weight: 752.90 g/mol
• Exact Mass: 752.43469209 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• 17-[1-[6-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-5-methyloxan-2-yl]ethyl]-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one
• CHEBI:141505
• DTXSID901103121
• Cholest-7-en-6-one, 26-[(6-deoxy-3-O-methyl-alpha-L-mannopyranosyl)oxy]-22,26-epoxy-3-(beta-D-glucopyranosyloxy)-, (3beta,5alpha,22S,25R,26S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8131	81.31%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8194	81.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.8126	81.26%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9250	92.50%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	+	0.5950	59.50%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.9570	95.70%
CYP2C9 inhibition	-	0.9184	91.84%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.5402	54.02%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.5259	52.59%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7885	78.85%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.9223	92.23%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8207	82.07%
Acute Oral Toxicity (c)	III	0.4304	43.04%
Estrogen receptor binding	+	0.7943	79.43%
Androgen receptor binding	+	0.6590	65.90%
Thyroid receptor binding	-	0.5893	58.93%
Glucocorticoid receptor binding	+	0.6270	62.70%
Aromatase binding	+	0.6022	60.22%
PPAR gamma	+	0.6732	67.32%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5574	55.74%
Fish aquatic toxicity	+	0.9294	92.94%

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	98.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.31%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.24%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.06%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.11%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.99%	92.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.62%	96.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.54%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.39%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.37%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.58%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	82.15%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	82.11%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.30%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.80%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.43%	100.00%

Plants that contains it

• Polypodium glycyrrhiza

Cross-Links

• PubChem: 14282756
• LOTUS: LTS0205754
• wikiData: Q104253111