3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6S,6'R,7S,8R,9S,12S,13R,16S)-6'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3-oxopropanoic acid

Details

• Internal ID: 1206cdb6-f29d-40ea-9c27-a08f69d572da
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6S,6'R,7S,8R,9S,12S,13R,16S)-6'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl]oxy-3-oxopropanoic acid
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)OC(=O)CC(=O)O)O)O)C)C)C)OC1O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@@H](O9)C)OC(=O)CC(=O)O)O)O)C)C)C)O[C@H]1O
• InChI: InChI=1S/C48H74O20/c1-19-9-14-48(68-42(19)59)20(2)32-28(67-48)16-27-25-8-7-23-15-24(10-12-46(23,5)26(25)11-13-47(27,32)6)62-45-41(66-44-37(57)35(55)39(22(4)61-44)64-31(52)17-30(50)51)38(58)40(29(18-49)63-45)65-43-36(56)34(54)33(53)21(3)60-43/h7,19-22,24-29,32-45,49,53-59H,8-18H2,1-6H3,(H,50,51)/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44+,45-,46+,47+,48+/m1/s1
• InChI Key: RIJBKIQUODTRPB-WWBAUYALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₀
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.47734475 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8652	86.52%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8568	85.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	+	0.9097	90.97%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.6539	65.39%
CYP3A4 substrate	+	0.7528	75.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7580	75.80%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.9455	94.55%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9100	91.00%
CYP2C8 inhibition	+	0.7705	77.05%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4753	47.53%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9077	90.77%
Skin irritation	+	0.6446	64.46%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7181	71.81%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9329	93.29%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9006	90.06%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.8783	87.83%
Androgen receptor binding	+	0.7233	72.33%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.7712	77.12%
Aromatase binding	+	0.6428	64.28%
PPAR gamma	+	0.8135	81.35%
Honey bee toxicity	-	0.6222	62.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	90.41%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.58%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL5028	O14672	ADAM10	89.15%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.10%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.18%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	85.63%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.58%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.97%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.92%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.63%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.40%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.90%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.17%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.41%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.87%	97.36%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.66%	85.00%

Plants that contains it

• Solanum anguivi

Cross-Links

• PubChem: 163032355
• LOTUS: LTS0234596
• wikiData: Q105236904