(2S,3S,5R)-2-[(2R,4S,5R)-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-ethyl-10,13-dimethyl-16-[(5R)-5-methyl-6-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-1-en-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-6-(hydroxymethyl)-4-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 618d5903-ca9d-45bc-9a37-16962b64ca00
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3S,5R)-2-[(2R,4S,5R)-2-[[(3S,8S,9S,10R,13S,14S,16S,17R)-17-ethyl-10,13-dimethyl-16-[(5R)-5-methyl-6-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhex-1-en-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-hydroxy-6-(hydroxymethyl)-4-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC(=C)CCC(C)COC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): CC[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O[C@H]6C([C@H]([C@@H](C(O6)CO)O)O)O)O[C@H]7[C@H](C([C@H](C(O7)C)O)O)O)C)C)OC(=C)CC[C@@H](C)CO[C@H]8C([C@H]([C@@H](C(O8)CO)O)O)O
• InChI: InChI=1S/C52H86O22/c1-7-28-31(67-23(3)9-8-22(2)21-66-47-42(63)40(61)36(57)32(18-53)70-47)17-30-27-11-10-25-16-26(12-14-51(25,5)29(27)13-15-52(28,30)6)69-50-46(74-48-43(64)39(60)35(56)24(4)68-48)45(38(59)34(20-55)72-50)73-49-44(65)41(62)37(58)33(19-54)71-49/h10,22,24,26-50,53-65H,3,7-9,11-21H2,1-2,4-6H3/t22-,24?,26+,27-,28+,29+,30+,31+,32?,33?,34?,35+,36-,37-,38-,39?,40+,41+,42?,43+,44?,45+,46?,47-,48+,49+,50-,51+,52-/m1/s1
• InChI Key: NRLDFEXARSJLFF-DHCZVXRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.56107437 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7517	75.17%
Caco-2	-	0.8808	88.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6374	63.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.8373	83.73%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8426	84.26%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	+	0.6918	69.18%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8598	85.98%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	+	0.7508	75.08%
CYP inhibitory promiscuity	-	0.8518	85.18%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5539	55.39%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.8919	89.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.8385	83.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9109	91.09%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9457	94.57%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.8563	85.63%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	+	0.5474	54.74%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.6159	61.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9765	97.65%

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	98.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.77%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.76%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.19%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.37%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.30%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	91.36%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.01%	94.08%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.85%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.00%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	88.16%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	87.64%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.06%	94.97%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.97%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.71%	98.46%
CHEMBL5255	O00206	Toll-like receptor 4	84.57%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.43%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.21%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.94%	97.50%
CHEMBL242	Q92731	Estrogen receptor beta	81.85%	98.35%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.80%	95.00%
CHEMBL237	P41145	Kappa opioid receptor	81.22%	98.10%

Plants that contains it

• Dioscorea nipponica
• Dioscorea panthaica

Cross-Links

• PubChem: 52931424
• NPASS: NPC49814