Methyl 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-2-carboxylate

Details

• Internal ID: 440c8f07-933e-45c1-b1af-d49bf7cbb4e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[[9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8O)OC9C(C(C(C(O9)C)O)O)O)(C)CO)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8O)OC9C(C(C(C(O9)C)O)O)O)(C)CO)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C55H90O24/c1-22-30(59)33(62)38(67)46(72-22)77-41-35(64)32(61)26(19-56)74-48(41)78-42-37(66)36(65)40(45(70)71-9)76-49(42)75-29-13-14-52(5)27(53(29,6)21-58)12-15-55(8)28(52)11-10-24-25-18-50(3,20-57)44(43(69)51(25,4)16-17-54(24,55)7)79-47-39(68)34(63)31(60)23(2)73-47/h10,22-23,25-44,46-49,56-69H,11-21H2,1-9H3
• InChI Key: UZKMMIRKROZNMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₄
• Molecular Weight: 1135.30 g/mol
• Exact Mass: 1134.58220373 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6812	68.12%
Caco-2	-	0.8938	89.38%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8242	82.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	-	0.3308	33.08%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9026	90.26%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9701	97.01%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.8869	88.69%
CYP2C8 inhibition	+	0.7709	77.09%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.6454	64.54%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8074	80.74%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6521	65.21%
Acute Oral Toxicity (c)	III	0.6343	63.43%
Estrogen receptor binding	+	0.7983	79.83%
Androgen receptor binding	+	0.7421	74.21%
Thyroid receptor binding	+	0.5692	56.92%
Glucocorticoid receptor binding	+	0.7810	78.10%
Aromatase binding	+	0.6441	64.41%
PPAR gamma	+	0.8271	82.71%
Honey bee toxicity	-	0.6654	66.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9010	90.10%

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%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.98%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.76%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.74%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.55%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.48%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.57%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.53%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	84.17%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.62%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.53%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.43%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.76%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.42%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.01%	92.62%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 85112385
• LOTUS: LTS0026421
• wikiData: Q105282246