(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-(carboxymethoxycarbonyl)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 97572704-8b7a-4ba1-a7c3-90efa72fe737
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-(carboxymethoxycarbonyl)-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)C(=O)OCC(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)OCC(=O)O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
• InChI: InChI=1S/C38H58O12/c1-33(2)14-15-38(32(47)48-18-25(40)41)20(16-33)19-8-9-22-35(5)12-11-24(49-31-28(44)26(42)27(43)29(50-31)30(45)46)34(3,4)21(35)10-13-36(22,6)37(19,7)17-23(38)39/h8,20-24,26-29,31,39,42-44H,9-18H2,1-7H3,(H,40,41)(H,45,46)/t20-,21-,22+,23+,24-,26-,27-,28+,29-,31+,35-,36+,37+,38+/m0/s1
• InChI Key: UODRNVHMMNYACY-QFKQEXLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₂
• Molecular Weight: 706.90 g/mol
• Exact Mass: 706.39282728 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8823	88.23%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8830	88.30%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.7641	76.41%
OATP1B3 inhibitior	-	0.2483	24.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5568	55.68%
BSEP inhibitior	+	0.6092	60.92%
P-glycoprotein inhibitior	+	0.7800	78.00%
P-glycoprotein substrate	-	0.7573	75.73%
CYP3A4 substrate	+	0.7030	70.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.7672	76.72%
CYP2C9 inhibition	-	0.8122	81.22%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	+	0.6859	68.59%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.5235	52.35%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3615	36.15%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8694	86.94%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8926	89.26%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	-	0.6178	61.78%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.7799	77.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9846	98.46%

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	95.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.12%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.22%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.25%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.24%	92.50%

Plants that contains it

• Aster auriculatus

Cross-Links

• PubChem: 101935946
• LOTUS: LTS0137482
• wikiData: Q105276280