[4,5-Dihydroxy-6-[[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl] 11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 93152d02-7654-47ba-a700-c3dfccfb0dd7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4,5-dihydroxy-6-[[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl] 11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8CC(C(C(C8O)O)O)CO)O)O)OC9C(C(C(CO9)O)O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8CC(C(C(C8O)O)O)CO)O)O)OC9C(C(C(CO9)O)O)O)C
• InChI: InChI=1S/C54H88O23/c1-49(2)11-13-54(48(70)77-47-43(75-45-41(68)34(61)27(59)20-72-45)40(67)37(64)30(74-47)21-71-28-15-23(18-55)33(60)38(65)35(28)62)14-12-52(5)24(25(54)16-49)7-8-32-50(3)17-26(58)44(51(4,22-57)31(50)9-10-53(32,52)6)76-46-42(69)39(66)36(63)29(19-56)73-46/h7,23,25-47,55-69H,8-22H2,1-6H3
• InChI Key: OLDFQLRIURPROA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₃
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.57163905 g/mol
• Topological Polar Surface Area (TPSA): 385.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8527	85.27%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7537	75.37%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7786	77.86%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5911	59.11%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.8074	80.74%
Honey bee toxicity	-	0.6598	65.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.54%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.86%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.61%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.51%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.99%	96.77%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.34%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.19%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.21%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.70%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.35%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	83.94%	92.50%
CHEMBL4302	P08183	P-glycoprotein 1	83.58%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.28%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.67%	94.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.65%	96.90%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.83%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.75%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.58%	97.21%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.48%	95.00%

Plants that contains it

• Bellis perennis

Cross-Links

• PubChem: 162863914
• LOTUS: LTS0105407
• wikiData: Q105193917