methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 3cb8fb65-ac3d-49d3-8176-f2aad3134ac1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8O)(C)C)C)C)C)C)C(=O)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H78O17/c1-22-30(52)32(54)35(57)40(61-22)64-37-31(53)25(50)20-60-41(37)65-38-34(56)33(55)36(39(58)59-9)63-42(38)62-29-13-14-45(5)26(46(29,6)21-49)12-15-48(8)27(45)11-10-23-24-18-43(2,3)19-28(51)44(24,4)16-17-47(23,48)7/h10,22,24-38,40-42,49-57H,11-21H2,1-9H3/t22-,24-,25-,26+,27+,28+,29-,30-,31-,32+,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45-,46+,47+,48+/m0/s1
• InChI Key: YQQPOCSAGKUABB-YRGOWXAZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₇
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.52390102 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.9167	91.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8785	87.85%
P-glycoprotein inhibitior	+	0.7610	76.10%
P-glycoprotein substrate	+	0.5521	55.21%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	+	0.7609	76.09%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7658	76.58%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7863	78.63%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	-	0.5938	59.38%
Glucocorticoid receptor binding	+	0.6905	69.05%
Aromatase binding	+	0.6582	65.82%
PPAR gamma	+	0.7908	79.08%
Honey bee toxicity	-	0.6957	69.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	96.88%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.38%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.89%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.25%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.39%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.84%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.66%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.88%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.56%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.07%	94.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.26%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.25%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.89%	92.62%
CHEMBL5028	O14672	ADAM10	82.84%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.09%	91.65%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.98%	92.78%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.78%	87.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.44%	96.90%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.91%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.10%	90.71%

Plants that contains it

• Hedysarum polybotrys
• Lathyrus davidii

Cross-Links

• PubChem: 101638318
• NPASS: NPC182616
• LOTUS: LTS0207660
• wikiData: Q104400098