(2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'S,6S,7S,8R,9S,12S,13R,16S,20R)-20-methoxy-5',7,9,13-tetramethyl-5'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 579379bb-8dc9-4902-abe6-23ed74200012
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'S,6S,7S,8R,9S,12S,13R,16S,20R)-20-methoxy-5',7,9,13-tetramethyl-5'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3C(C=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)OC)C)OC19CCC(O9)(C)COC1C(C(C(C(O1)CO)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]3[C@H](C=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)OC)C)O[C@]19CC[C@@](O9)(C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C52H84O23/c1-20-32-28(74-52(20)13-12-49(4,75-52)19-66-45-39(61)38(60)35(57)29(17-53)70-45)16-26-31-25(9-11-51(26,32)6)50(5)10-8-24(14-23(50)15-27(31)65-7)69-48-44(73-47-41(63)37(59)34(56)22(3)68-47)42(64)43(30(18-54)71-48)72-46-40(62)36(58)33(55)21(2)67-46/h15,20-22,24-48,53-64H,8-14,16-19H2,1-7H3/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-,52-/m0/s1
• InChI Key: DYVAXAUOLHCWSG-BXGNFDIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₃
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.54033892 g/mol
• Topological Polar Surface Area (TPSA): 344.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.19
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8368	83.68%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5909	59.09%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8345	83.45%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8528	85.28%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8539	85.39%
Androgen receptor binding	+	0.7240	72.40%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.7443	74.43%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.8073	80.73%
Honey bee toxicity	-	0.6117	61.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.8970	89.70%

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	99.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.22%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.04%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.70%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.84%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.71%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.65%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.61%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.38%	92.50%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.08%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.90%	91.24%
CHEMBL1871	P10275	Androgen Receptor	84.10%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.44%	95.83%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.18%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.30%	86.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.89%	89.05%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.03%	86.92%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 101268564
• LOTUS: LTS0231586
• wikiData: Q104991609