[(2S,3R,4S,5R,6R)-3-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(3S)-3-hydroxybutanoyl]oxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: bc8bdf8f-8c57-4c7b-887f-013f8b324660
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4R,5R)-3-hydroxy-5-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(3S)-3-hydroxybutanoyl]oxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C63H102O29/c1-24(67)17-36(70)87-48-27(4)84-56(50(45(48)79)90-53-44(78)41(75)47(26(3)83-53)88-55-46(80)49(32(22-65)86-55)89-52-42(76)39(73)37(71)25(2)82-52)92-57(81)63-16-15-58(5,6)18-29(63)28-11-12-34-59(7)19-30(68)51(91-54-43(77)40(74)38(72)31(21-64)85-54)60(8,23-66)33(59)13-14-61(34,9)62(28,10)20-35(63)69/h11,24-27,29-35,37-56,64-69,71-80H,12-23H2,1-10H3/t24-,25+,26+,27+,29-,30-,31+,32+,33+,34+,35+,37+,38+,39-,40-,41+,42-,43+,44-,45-,46+,47+,48-,49-,50+,51-,52+,53-,54-,55-,56-,59-,60-,61+,62+,63+/m0/s1
• InChI Key: CZFOSGYOMISYMG-VAGPCBPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₂₉
• Molecular Weight: 1323.50 g/mol
• Exact Mass: 1322.65067721 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.25
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7534	75.34%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.6597	65.97%
CYP3A4 substrate	+	0.7357	73.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7470	74.70%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8976	89.76%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7335	73.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8352	83.52%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6796	67.96%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.6730	67.30%
Glucocorticoid receptor binding	+	0.8239	82.39%
Aromatase binding	+	0.6524	65.24%
PPAR gamma	+	0.8434	84.34%
Honey bee toxicity	-	0.6616	66.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.9692	96.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.96%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.76%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.95%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.77%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.62%	87.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.91%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.51%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.42%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.78%	96.77%
CHEMBL2581	P07339	Cathepsin D	84.47%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.26%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.55%	91.65%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.08%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.37%	94.75%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.75%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.50%	95.50%
CHEMBL5028	O14672	ADAM10	81.40%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.20%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.98%	94.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.85%	81.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163022671
• LOTUS: LTS0199205
• wikiData: Q104972758