6-[[7,8-Dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9,10-bis(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: f0f6786b-9896-475f-b3a9-caf422cfbc54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[7,8-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9,10-bis(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(C(C2O)O)C)C)(C)CO)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(=CC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)CO)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(=CC)C
• InChI: InChI=1S/C57H88O24/c1-11-24(3)47(72)80-44-45(81-48(73)25(4)12-2)57(23-61)27(19-52(44,5)6)26-13-14-31-53(7)17-16-32(54(8,22-60)30(53)15-18-55(31,9)56(26,10)42(68)43(57)69)76-51-41(79-50-37(66)35(64)33(62)28(20-58)74-50)39(38(67)40(78-51)46(70)71)77-49-36(65)34(63)29(21-59)75-49/h11-13,27-45,49-51,58-69H,14-23H2,1-10H3,(H,70,71)
• InChI Key: QQECVWUIFIPTKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₄
• Molecular Weight: 1157.30 g/mol
• Exact Mass: 1156.56655367 g/mol
• Topological Polar Surface Area (TPSA): 388.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8938	89.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8131	81.31%
OATP1B3 inhibitior	-	0.2400	24.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9516	95.16%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	-	0.5060	50.60%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.7421	74.21%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.5513	55.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.7578	75.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7202	72.02%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6907	69.07%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.7228	72.28%
Androgen receptor binding	+	0.7641	76.41%
Thyroid receptor binding	+	0.6316	63.16%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.8197	81.97%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	98.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.55%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.46%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.63%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.41%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.94%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.82%	99.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.96%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.17%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.16%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.14%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.69%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.24%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.53%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.37%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.31%	100.00%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%

Plants that contains it

• Aesculus pavia

Cross-Links

• PubChem: 72993314
• LOTUS: LTS0065962
• wikiData: Q105225775