Methyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4-[2-hydroxy-3-methoxy-1-(2-methoxy-2-oxoethoxy)-3-oxopropoxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 4315fe73-3859-4708-a0ab-1e1967915f2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 6-[[4,4,6a,6b,11,11,14b-heptamethyl-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4-[2-hydroxy-3-methoxy-1-(2-methoxy-2-oxoethoxy)-3-oxopropoxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)O)OC(C(C(=O)OC)O)OCC(=O)OC)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)O)OC(C(C(=O)OC)O)OCC(=O)OC)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• InChI: InChI=1S/C56H88O25/c1-51(2)17-19-56(50(70)81-48-38(65)36(63)34(61)28(23-58)76-48)20-18-54(6)25(26(56)21-51)11-12-30-53(5)15-14-31(52(3,4)29(53)13-16-55(30,54)7)77-49-43(80-47-37(64)35(62)33(60)27(22-57)75-47)41(39(66)42(79-49)45(69)73-10)78-46(40(67)44(68)72-9)74-24-32(59)71-8/h11,26-31,33-43,46-49,57-58,60-67H,12-24H2,1-10H3
• InChI Key: NQEXDPMDWABVBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₅
• Molecular Weight: 1161.30 g/mol
• Exact Mass: 1160.56146829 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 25
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7095	70.95%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7724	77.24%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9219	92.19%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.5252	52.52%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9142	91.42%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.8074	80.74%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7233	72.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8697	86.97%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8260	82.60%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7277	72.77%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	+	0.5993	59.93%
Glucocorticoid receptor binding	+	0.7876	78.76%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.8212	82.12%
Honey bee toxicity	-	0.6060	60.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9479	94.79%

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	98.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.81%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.38%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.06%	95.17%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	88.91%	98.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.71%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.52%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.58%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.09%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.75%	86.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.62%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.87%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.65%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.13%	96.90%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.36%	96.38%

Plants that contains it

• Achyranthes bidentata

Cross-Links

• PubChem: 162911597
• LOTUS: LTS0027838
• wikiData: Q105183745