[3,4,5-Trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 9-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 74a8427c-3ff1-4458-846b-3209fd2d6593
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 9-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7C(CCC7(CCC6(C5(CCC4C3(C)C)C)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C(=C)C)C)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7C(CCC7(CCC6(C5(CCC4C3(C)C)C)C)C(=O)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C(=C)C)C)O)O)O)O)O
• InChI: InChI=1S/C53H86O21/c1-22(2)24-11-16-53(48(66)74-46-42(65)39(62)36(59)28(71-46)21-68-44-40(63)38(61)35(58)27(19-54)70-44)18-17-51(7)25(32(24)53)9-10-30-50(6)14-13-31(49(4,5)29(50)12-15-52(30,51)8)72-47-43(34(57)26(55)20-67-47)73-45-41(64)37(60)33(56)23(3)69-45/h23-47,54-65H,1,9-21H2,2-8H3
• InChI Key: WVHJXJCSJJPEEB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₁
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.56615975 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7532	75.32%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	-	0.2425	24.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.7399	73.99%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.5641	56.41%
CYP3A4 substrate	+	0.7456	74.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	-	0.8825	88.25%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.7470	74.70%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7590	75.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8880	88.80%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9395	93.95%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.7490	74.90%
Thyroid receptor binding	-	0.4944	49.44%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.7920	79.20%
Honey bee toxicity	-	0.5791	57.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	97.16%	96.09%
CHEMBL233	P35372	Mu opioid receptor	96.59%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.32%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.53%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.46%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.46%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.05%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.12%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.57%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	86.73%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.50%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.31%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.24%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.17%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.92%	92.86%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.38%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.03%	97.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.75%	100.00%
CHEMBL5028	O14672	ADAM10	83.41%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.11%	94.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.23%	97.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.87%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.72%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.45%	82.50%
CHEMBL237	P41145	Kappa opioid receptor	81.29%	98.10%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.75%	92.32%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%

Plants that contains it

• Pulsatilla cernua

Cross-Links

• PubChem: 75287677
• LOTUS: LTS0032425
• wikiData: Q105313514