[(3R,8R,9S,10R,13R,14R,16S,17S)-17-acetyl-3-[(2S,3S,4R,5R,6S)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate

Details

• Internal ID: fbce2c61-19e1-4bd4-b2cc-afb2d5b4d9e9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(3R,8R,9S,10R,13R,14R,16S,17S)-17-acetyl-3-[(2S,3S,4R,5R,6S)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4R)-4-methyl-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC(C7C(=O)C)OC(=O)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)CO)O)O)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@H]([C@@H]2O)O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@H]4CC[C@@]5([C@H]6CC[C@@]7([C@@H]([C@H]6CC=C5C4)C[C@@H]([C@H]7C(=O)C)OC(=O)CC[C@@H](C)CO[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H82O23/c1-20(19-66-46-40(62)39(61)36(58)30(17-52)71-46)7-10-32(55)70-29-16-28-26-9-8-24-15-25(11-13-50(24,5)27(26)12-14-51(28,6)33(29)21(2)54)69-49-45(74-48-42(64)38(60)35(57)23(4)68-48)43(65)44(31(18-53)72-49)73-47-41(63)37(59)34(56)22(3)67-47/h8,20,22-23,25-31,33-49,52-53,56-65H,7,9-19H2,1-6H3/t20-,22+,23+,25-,26+,27+,28-,29+,30+,31+,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+,43-,44+,45+,46+,47-,48-,49+,50+,51-/m1/s1
• InChI Key: OJBSJPFDQZUALV-NZOLDEDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.7884	78.84%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.9114	91.14%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.6709	67.09%
CYP3A4 substrate	+	0.7550	75.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.9385	93.85%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.8971	89.71%
CYP2C8 inhibition	+	0.7022	70.22%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6009	60.09%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9035	90.35%
Skin irritation	+	0.4910	49.10%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.8237	82.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7931	79.31%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9349	93.49%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8837	88.37%
Acute Oral Toxicity (c)	III	0.5730	57.30%
Estrogen receptor binding	+	0.8503	85.03%
Androgen receptor binding	+	0.7150	71.50%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	+	0.8159	81.59%
Honey bee toxicity	-	0.6210	62.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.54%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.53%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.79%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.73%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	91.61%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.66%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.44%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.53%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.02%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.66%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.37%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.13%	94.08%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.00%	98.46%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.46%	94.23%
CHEMBL1937	Q92769	Histone deacetylase 2	80.25%	94.75%

Plants that contains it

• Dioscorea spongiosa

Cross-Links

• PubChem: 162907395
• LOTUS: LTS0052164
• wikiData: Q105192971