(3S,5S,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,5R,6S)-5-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]ethyl]-3-[(2R,3R,4S,5S,6R)-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: da64e0ce-b796-4449-af13-688c3858803b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,5S,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,5R,6S)-5-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]ethyl]-3-[(2R,3R,4S,5S,6R)-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)O)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@H](O[C@H]1O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3(CC[C@H]5C4=CC(=O)[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C
• InChI: InChI=1S/C39H62O13/c1-17-6-9-27(50-35(17)52-36-33(46)31(44)29(42)19(3)48-36)18(2)22-7-8-23-21-15-26(41)25-14-20(10-12-39(25,5)24(21)11-13-38(22,23)4)49-37-34(47)32(45)30(43)28(16-40)51-37/h15,17-20,22-25,27-37,40,42-47H,6-14,16H2,1-5H3/t17-,18+,19+,20+,22-,23+,24+,25-,27+,28-,29+,30-,31-,32+,33-,34-,35+,36+,37-,38-,39-/m1/s1
• InChI Key: DMRIOWKDQLGGAP-ZAITZXCPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₃
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.41904203 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8214	82.14%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	-	0.2657	26.57%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8742	87.42%
P-glycoprotein inhibitior	+	0.7152	71.52%
P-glycoprotein substrate	+	0.5075	50.75%
CYP3A4 substrate	+	0.7065	70.65%
CYP2C9 substrate	-	0.7956	79.56%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.9383	93.83%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.4742	47.42%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9199	91.99%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7752	77.52%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.9284	92.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8187	81.87%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.7899	78.99%
Androgen receptor binding	+	0.6428	64.28%
Thyroid receptor binding	-	0.6061	60.61%
Glucocorticoid receptor binding	+	0.6046	60.46%
Aromatase binding	+	0.5923	59.23%
PPAR gamma	+	0.6710	67.10%
Honey bee toxicity	-	0.7568	75.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5574	55.74%
Fish aquatic toxicity	+	0.9620	96.20%

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	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.60%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.44%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.15%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.23%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.19%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.87%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.66%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.30%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.25%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.26%	92.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.93%	96.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.32%	93.04%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.37%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.99%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.90%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.57%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%

Plants that contains it

• Polypodium glycyrrhiza

Cross-Links

• PubChem: 101617486
• LOTUS: LTS0179379
• wikiData: Q104253109