(2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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: f9e1af72-c98e-49b8-a618-41ca4c014b17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-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): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(CO1)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]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)C(=O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
• InChI: InChI=1S/C57H88O29/c1-20-39(81-45-35(68)30(63)24(59)17-77-45)40(82-46-36(69)31(64)25(60)18-78-46)38(71)48(80-20)84-42-32(65)26(61)19-79-49(42)86-51(76)57-13-12-52(2,3)14-22(57)21-8-9-27-53(4)15-23(58)43(85-47-37(70)33(66)34(67)41(83-47)44(72)73)56(7,50(74)75)28(53)10-11-54(27,5)55(21,6)16-29(57)62/h8,20,22-43,45-49,58-71H,9-19H2,1-7H3,(H,72,73)(H,74,75)/t20-,22-,23-,24+,25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,42+,43-,45-,46-,47-,48-,49-,53+,54+,55+,56-,57+/m0/s1
• InChI Key: MTDPORFBEKJLIP-IVVXSBIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₉
• Molecular Weight: 1237.30 g/mol
• Exact Mass: 1236.54112677 g/mol
• Topological Polar Surface Area (TPSA): 467.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.17
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8225	82.25%
Caco-2	-	0.8704	87.04%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7418	74.18%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9413	94.13%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.6038	60.38%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7616	76.16%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7834	78.34%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7194	71.94%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8304	83.04%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.7448	74.48%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	98.79%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.59%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.20%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.15%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.42%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.33%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.81%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.07%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL5028	O14672	ADAM10	82.42%	97.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.47%	87.67%
CHEMBL1937	Q92769	Histone deacetylase 2	81.30%	94.75%

Plants that contains it

• Medicago arborea

Cross-Links

• PubChem: 162883625
• LOTUS: LTS0067351
• wikiData: Q105171639