1-[3-[4-Hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13,14-trimethyl-1,2,3,4,7,8,9,11,12,15-decahydrocyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: 4c899491-bdd6-4cff-ac5d-853732f989e0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-10,13,14-trimethyl-1,2,3,4,7,8,9,11,12,15-decahydrocyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(=CCC7(C6CC=C5C4)C)C(=O)C)C)C)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(=CCC7(C6CC=C5C4)C)C(=O)C)C)C)CO)O)O)O
• InChI: InChI=1S/C40H62O15/c1-17(42)22-10-13-40(6)24-8-7-20-15-21(9-12-38(20,4)23(24)11-14-39(22,40)5)52-37-34(55-36-31(48)29(46)27(44)19(3)51-36)32(49)33(25(16-41)53-37)54-35-30(47)28(45)26(43)18(2)50-35/h7,10,18-19,21,23-37,41,43-49H,8-9,11-16H2,1-6H3
• InChI Key: JUTBXTNOYNLKAU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₅
• Molecular Weight: 782.90 g/mol
• Exact Mass: 782.40887127 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7812	78.12%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8084	80.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.8294	82.94%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6739	67.39%
P-glycoprotein inhibitior	+	0.7245	72.45%
P-glycoprotein substrate	-	0.5343	53.43%
CYP3A4 substrate	+	0.7219	72.19%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9405	94.05%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8366	83.66%
CYP2C8 inhibition	+	0.6986	69.86%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9190	91.90%
Skin irritation	+	0.5744	57.44%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7104	71.04%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8276	82.76%
Acute Oral Toxicity (c)	III	0.5850	58.50%
Estrogen receptor binding	+	0.7900	79.00%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6219	62.19%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.6604	66.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5064	50.64%
Fish aquatic toxicity	+	0.9554	95.54%

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	99.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.27%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.12%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.69%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.74%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.88%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.35%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.12%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.68%	92.50%
CHEMBL325	Q13547	Histone deacetylase 1	82.71%	95.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.33%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.54%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.01%	94.45%

Plants that contains it

• Dioscorea spongiosa

Cross-Links

• PubChem: 163018961
• LOTUS: LTS0252913
• wikiData: Q105135399