2-[5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 8cf8edc0-60fd-4ec8-92c9-ca48096ee3a0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[5-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)O[C@@]1(CC[C@@H](C)COC9C(C(C(C(O9)CO)O)O)O)O
• InChI: InChI=1S/C51H84O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)69-45)8-13-51(65)21(2)32-28(74-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)68-48-44(73-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)71-48)72-47-42(64)39(61)35(57)30(17-53)70-47/h6,20-22,24-48,52-65H,7-19H2,1-5H3/t20-,21+,22?,24+,25-,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-/m1/s1
• InChI Key: GMCGZPQYTRHQRU-BNFWTPLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₃
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.54033892 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -3.01
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

• NSC698788
• NSC-698788

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8035	80.35%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	+	0.6714	67.14%
CYP3A4 substrate	+	0.7482	74.82%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7187	71.87%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9052	90.52%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8219	82.19%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8828	88.28%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8544	85.44%
Androgen receptor binding	+	0.6978	69.78%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.6388	63.88%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.7790	77.90%
Honey bee toxicity	-	0.6095	60.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.78%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.63%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.78%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.92%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.72%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.02%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.81%	94.08%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.02%	98.46%
CHEMBL1937	Q92769	Histone deacetylase 2	84.01%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.68%	96.61%
CHEMBL242	Q92731	Estrogen receptor beta	83.38%	98.35%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.99%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.66%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.58%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.40%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	81.34%	98.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.30%	98.05%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.58%	94.23%
CHEMBL4581	P52732	Kinesin-like protein 1	80.56%	93.18%

Plants that contains it

• Dioscorea futschauensis
• Dioscorea gracillima
• Dioscorea nipponica
• Dioscorea panthaica
• Dioscorea septemloba
• Dioscorea tokoro
• Paris polyphylla
• Tribulus terrestris

Cross-Links

• PubChem: 54609052
• NPASS: NPC14963