Methyl 6-[[8a-[3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate

Details

• Internal ID: 9ed5f804-a8f2-4a0d-87d3-8881879f96bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 6-[[8a-[3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)OC)O)O)O)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)OC)O)O)O)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)O)O
• InChI: InChI=1S/C58H92O26/c1-24-40(80-46-37(67)33(63)27(60)20-75-46)41(81-50-44(70)57(73,22-59)23-77-50)39(69)48(78-24)83-43-34(64)28(61)21-76-49(43)84-51(72)58-17-16-52(2,3)18-26(58)25-10-11-30-54(6)14-13-32(79-47-38(68)35(65)36(66)42(82-47)45(71)74-9)53(4,5)29(54)12-15-55(30,7)56(25,8)19-31(58)62/h10,24,26-44,46-50,59-70,73H,11-23H2,1-9H3
• InChI Key: OOAPEJATVYBYAK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₆
• Molecular Weight: 1205.30 g/mol
• Exact Mass: 1204.58768304 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -2.11
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8368	83.68%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3389	33.89%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9505	95.05%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.6683	66.83%
CYP3A4 substrate	+	0.7548	75.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.8434	84.34%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7939	79.39%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4615	46.15%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5541	55.41%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7721	77.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	+	0.6410	64.10%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	+	0.6724	67.24%
PPAR gamma	+	0.8339	83.39%
Honey bee toxicity	-	0.6431	64.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9433	94.33%

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	98.11%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.91%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.54%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.44%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.32%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.67%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.88%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.17%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.40%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.13%	91.65%
CHEMBL340	P08684	Cytochrome P450 3A4	84.10%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	83.98%	95.93%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.58%	94.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.55%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.03%	99.23%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	82.24%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.81%	86.92%
CHEMBL2581	P07339	Cathepsin D	81.49%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.02%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	80.72%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.67%	89.44%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.52%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3805576
• LOTUS: LTS0178190
• wikiData: Q105195264