(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-(3,4-dimethoxybenzoyl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-8-hydroxy-4-(hydroxymethyl)-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-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 99f37205-b200-4e57-8859-cbda2e68f5ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-(3,4-dimethoxybenzoyl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-8-hydroxy-4-(hydroxymethyl)-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-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C(=O)OC8C(C(C(C(O8)CO)O)O)OC(=O)C9=CC(=C(C=C9)OC)OC)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)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)OC(=O)C7=CC(=C(C=C7)OC)OC)O)C)C)(C)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)CO)O)O)O
• InChI: InChI=1S/C57H84O24/c1-52(2)17-18-57(51(72)81-49-44(39(65)37(63)31(23-59)76-49)78-47(71)25-9-11-28(73-7)29(19-25)74-8)27(20-52)26-10-12-33-53(3)15-14-35(54(4,24-60)32(53)13-16-55(33,5)56(26,6)21-34(57)61)77-50-45(41(67)40(66)43(79-50)46(69)70)80-48-42(68)38(64)36(62)30(22-58)75-48/h9-11,19,27,30-45,48-50,58-68H,12-18,20-24H2,1-8H3,(H,69,70)/t27-,30+,31+,32+,33+,34+,35-,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+,48-,49-,50+,53-,54-,55+,56+,57+/m0/s1
• InChI Key: QMIXMTUSUZGEMW-XJMNTHPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₄O₂₄
• Molecular Weight: 1153.30 g/mol
• Exact Mass: 1152.53525354 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8680	86.80%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7900	79.00%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9425	94.25%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.5704	57.04%
CYP3A4 substrate	+	0.7409	74.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7097	70.97%
CYP2C8 inhibition	+	0.8479	84.79%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.7507	75.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7618	76.18%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8929	89.29%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.6864	68.64%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.6598	65.98%
Glucocorticoid receptor binding	+	0.7935	79.35%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.8163	81.63%
Honey bee toxicity	-	0.6953	69.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9815	98.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.60%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.16%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.09%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.97%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.63%	91.07%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.12%	89.44%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.36%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	84.97%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL5028	O14672	ADAM10	84.45%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.05%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.00%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	82.73%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.62%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.83%	92.94%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.70%	85.49%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.39%	90.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.60%	93.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.58%	85.83%
CHEMBL5255	O00206	Toll-like receptor 4	80.45%	92.50%
CHEMBL209	P07477	Trypsin I	80.18%	90.00%

Plants that contains it

• Capparis decidua

Cross-Links

• PubChem: 102587649
• LOTUS: LTS0154997
• wikiData: Q105283377