(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,9R,10R,12aS,14aR,14bR)-8,10-diacetyloxy-9-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(3-methylbutanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: c03ef351-e33f-4956-92ab-303fa23be17f
• 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,8aS,9R,10R,12aS,14aR,14bR)-8,10-diacetyloxy-9-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(3-methylbutanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7O)OC(=O)C)(C)C)COC(=O)CC(C)C)OC(=O)C)C)C)C)OC8C(C(C(C(O8)CO)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]([C@@H](O[C@@H]2C(=O)O)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@H]([C@@H]7O)OC(=O)C)(C)C)COC(=O)CC(C)C)OC(=O)C)C)C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C57H90O23/c1-24(2)19-35(61)72-23-57-29(20-52(6,7)47(46(57)69)75-27(5)60)28-13-14-32-54(10)17-16-33(53(8,9)31(54)15-18-55(32,11)56(28,12)21-34(57)74-26(4)59)77-51-44(79-50-41(67)39(65)37(63)30(22-58)76-50)42(68)43(45(80-51)48(70)71)78-49-40(66)38(64)36(62)25(3)73-49/h13,24-25,29-34,36-47,49-51,58,62-69H,14-23H2,1-12H3,(H,70,71)/t25-,29-,30+,31-,32+,33-,34+,36-,37-,38+,39-,40+,41+,42-,43-,44+,45-,46-,47-,49-,50-,51+,54-,55+,56+,57-/m0/s1
• InChI Key: XGPCKMLMPFMWJC-MCFPSUMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₃
• Molecular Weight: 1143.30 g/mol
• Exact Mass: 1142.58728911 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7403	74.03%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9334	93.34%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.5862	58.62%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7856	78.56%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7424	74.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8322	83.22%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8369	83.69%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	+	0.5958	59.58%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	+	0.8248	82.48%
Honey bee toxicity	-	0.6149	61.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.84%	97.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.57%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.95%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.86%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.03%	89.00%
CHEMBL5028	O14672	ADAM10	86.50%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.30%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.03%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	84.08%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.82%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.48%	89.44%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.31%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.86%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.65%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.04%	89.50%

Plants that contains it

• Foetidia africana

Cross-Links

• PubChem: 11094392
• LOTUS: LTS0190445
• wikiData: Q105327740