6-[[9-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 28377326-afef-4188-a914-085211dfd1d4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[9-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C
• InChI: InChI=1S/C54H84O22/c1-11-23(2)45(68)76-42-43(69-24(3)58)54(22-57)26(18-49(42,4)5)25-12-13-30-51(8)16-15-32(50(6,7)29(51)14-17-52(30,9)53(25,10)19-31(54)59)72-48-41(75-47-37(64)35(62)33(60)27(20-55)70-47)39(38(65)40(74-48)44(66)67)73-46-36(63)34(61)28(21-56)71-46/h11-12,26-43,46-48,55-57,59-65H,13-22H2,1-10H3,(H,66,67)
• InChI Key: AYMDXDUYKXXDGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₂
• Molecular Weight: 1085.20 g/mol
• Exact Mass: 1084.54542430 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8707	87.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7496	74.96%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9466	94.66%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	-	0.5735	57.35%
CYP3A4 substrate	+	0.7374	73.74%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7675	76.75%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8995	89.95%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7104	71.04%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8171	81.71%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	+	0.5812	58.12%
Glucocorticoid receptor binding	+	0.7873	78.73%
Aromatase binding	+	0.6203	62.03%
PPAR gamma	+	0.8109	81.09%
Honey bee toxicity	-	0.6419	64.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.83%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.78%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.65%	94.33%
CHEMBL2581	P07339	Cathepsin D	87.37%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.12%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.98%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.09%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.95%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.81%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.41%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.11%	93.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.76%	91.65%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.70%	89.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.17%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	80.90%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.71%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.42%	96.21%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Aesculus pavia

Cross-Links

• PubChem: 75227445
• LOTUS: LTS0271596
• wikiData: Q104921209