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

Details

• Internal ID: 376987a6-75f5-469f-a84f-b957bcb94f59
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,10R,13R,17R)-3-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(1S)-1-[(5S,6R)-5-methyl-6-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]ethyl]-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)OC8C(C(C(C(O8)C)O)O)O)C)C
• SMILES (Isomeric): C[C@H]1CCC(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]3CCC4[C@@]3(CCC5C4=CC(=O)C6[C@@]5(CC[C@@H](C6)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)OC8[C@H]([C@H]([C@@H]([C@H](O8)C)O)O)O)C)C
• InChI: InChI=1S/C45H72O17/c1-18-7-10-29(59-40(18)62-42-38(55)35(52)32(49)21(4)57-42)19(2)24-8-9-25-23-16-28(47)27-15-22(11-13-45(27,6)26(23)12-14-44(24,25)5)58-43-39(36(53)33(50)30(17-46)60-43)61-41-37(54)34(51)31(48)20(3)56-41/h16,18-22,24-27,29-43,46,48-55H,7-15,17H2,1-6H3/t18-,19-,20+,21+,22-,24+,25?,26?,27?,29?,30+,31+,32+,33+,34-,35-,36-,37-,38-,39+,40+,41?,42+,43?,44+,45+/m0/s1
• InChI Key: OFFJUHSISSNBNT-WCFITKPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₇
• Molecular Weight: 885.00 g/mol
• Exact Mass: 884.47695082 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

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	-	0.8858	88.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	-	0.2657	26.57%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9534	95.34%
P-glycoprotein inhibitior	+	0.7344	73.44%
P-glycoprotein substrate	+	0.5367	53.67%
CYP3A4 substrate	+	0.7174	71.74%
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	+	0.5333	53.33%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9116	91.16%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5601	56.01%
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	-	0.8218	82.18%
Acute Oral Toxicity (c)	III	0.5427	54.27%
Estrogen receptor binding	+	0.8504	85.04%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	-	0.5303	53.03%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	+	0.6383	63.83%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.7146	71.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5299	52.99%
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	98.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.47%	96.38%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.44%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.29%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.71%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.86%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.86%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.19%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.90%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.63%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.71%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.32%	93.04%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.25%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.22%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.01%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.51%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%

Plants that contains it

• Polypodium vulgare

Cross-Links

• PubChem: 11411926
• NPASS: NPC237543