(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aS,9R,10R,12aS,14aR,14bR)-10-acetyloxy-9-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid

Details

• Internal ID: 7d45b4a7-9cb8-4882-9a8c-b5a91dc026ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aS,9R,10R,12aS,14aR,14bR)-10-acetyloxy-9-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C8C1(C(C(C(C8)(C)C)OC(=O)C)O)CO)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1C[C@@]2(C(=CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H]([C@]4(C)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)[C@H]8[C@@]1([C@H]([C@@H](C(C8)(C)C)OC(=O)C)O)CO)C
• InChI: InChI=1S/C55H86O24/c1-10-23(2)46(71)75-32-18-54(9)25(26-17-50(4,5)44(72-24(3)60)43(68)55(26,32)22-59)11-12-30-51(6)15-14-31(52(7,21-58)29(51)13-16-53(30,54)8)76-49-41(78-48-38(66)36(64)34(62)28(20-57)74-48)39(67)40(42(79-49)45(69)70)77-47-37(65)35(63)33(61)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31-,32+,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
• InChI Key: GAJXXWDWMZQNMJ-WPFLCKONSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₆O₂₄
• Molecular Weight: 1131.30 g/mol
• Exact Mass: 1130.55090361 g/mol
• Topological Polar Surface Area (TPSA): 388.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• 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	-	0.8724	87.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7966	79.66%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.5130	51.30%
CYP3A4 substrate	+	0.7367	73.67%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
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	+	0.7739	77.39%
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	-	0.8994	89.94%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7978	79.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7615	76.15%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6200	62.00%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.7831	78.31%
Aromatase binding	+	0.6275	62.75%
PPAR gamma	+	0.8220	82.20%
Honey bee toxicity	-	0.6281	62.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.30%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.67%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.72%	91.07%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.00%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.55%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.51%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.79%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.73%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.53%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.98%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.83%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.58%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.01%	95.50%
CHEMBL5028	O14672	ADAM10	81.18%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.75%	95.50%

Plants that contains it

• Aesculus chinensis

Cross-Links

• PubChem: 101716837
• NPASS: NPC180312
• LOTUS: LTS0035874
• wikiData: Q105005448