[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7R,7aR,8R,9R,10R,11aR,11bR,13aR,13bS)-7,9,10-trihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-8-[(3,4,5-trihydroxybenzoyl)oxymethyl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 3d19e6bf-49a2-485f-8fc7-b44c0119ac52
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7R,7aR,8R,9R,10R,11aR,11bR,13aR,13bS)-7,9,10-trihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-8-[(3,4,5-trihydroxybenzoyl)oxymethyl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CC(C(C(C5C(CC4(C3(CC2)C)C)O)(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@@H]1[C@H]3CC[C@@H]4[C@]5(C[C@H]([C@@H]([C@@]([C@@H]5[C@@H](C[C@]4([C@@]3(CC2)C)C)O)(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C43H62O15/c1-19(2)21-9-10-43(38(55)58-37-33(52)32(51)31(50)27(17-44)57-37)12-11-41(5)22(29(21)43)7-8-28-39(3)15-26(48)35(53)40(4,34(39)25(47)16-42(28,41)6)18-56-36(54)20-13-23(45)30(49)24(46)14-20/h13-14,21-22,25-29,31-35,37,44-53H,1,7-12,15-18H2,2-6H3/t21-,22+,25+,26+,27+,28+,29-,31+,32-,33+,34+,35-,37-,39+,40-,41+,42+,43-/m0/s1
• InChI Key: OHUCMEOCVKIRLM-GSWYCJSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₂O₁₅
• Molecular Weight: 818.90 g/mol
• Exact Mass: 818.40887127 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8488	84.88%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7448	74.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7835	78.35%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8276	82.76%
BSEP inhibitior	+	0.7952	79.52%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.5820	58.20%
CYP3A4 substrate	+	0.7281	72.81%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.7932	79.32%
CYP2C9 inhibition	-	0.8117	81.17%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.6062	60.62%
CYP2C8 inhibition	+	0.8121	81.21%
CYP inhibitory promiscuity	-	0.9154	91.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7206	72.06%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.6296	62.96%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7797	77.97%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9408	94.08%
Acute Oral Toxicity (c)	I	0.4711	47.11%
Estrogen receptor binding	+	0.7638	76.38%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	-	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6955	69.55%
Aromatase binding	+	0.6325	63.25%
PPAR gamma	+	0.7691	76.91%
Honey bee toxicity	-	0.7017	70.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	99.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.64%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.38%	92.94%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.28%	94.45%
CHEMBL233	P35372	Mu opioid receptor	92.02%	97.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.52%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.47%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	91.28%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.75%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	87.39%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.06%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.55%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	85.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.18%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.04%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.36%	95.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.11%	80.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.84%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.18%	96.90%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.08%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.04%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.93%	97.33%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 162899444
• LOTUS: LTS0116744
• wikiData: Q105192290