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

Details

• Internal ID: 0cc5fafb-4030-4452-9b6c-e696064ca9a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl 3,4-dihydroxy-6-[[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)OC)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)OC)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C
• InChI: InChI=1S/C43H70O14/c1-38(2)17-22-21-9-10-25-40(4)13-12-27(41(5,20-45)24(40)11-14-43(25,7)42(21,6)16-15-39(22,3)26(46)18-38)55-37-34(31(50)30(49)33(56-37)35(52)53-8)57-36-32(51)29(48)28(47)23(19-44)54-36/h9,22-34,36-37,44-51H,10-20H2,1-8H3
• InChI Key: BMLHAAYMHXIWOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₄
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.47655690 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.8990	89.90%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8431	84.31%
OATP1B3 inhibitior	-	0.4203	42.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7614	76.14%
P-glycoprotein substrate	-	0.6817	68.17%
CYP3A4 substrate	+	0.7313	73.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	+	0.7242	72.42%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7315	73.15%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.7370	73.70%
Thyroid receptor binding	-	0.6405	64.05%
Glucocorticoid receptor binding	+	0.6660	66.60%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.7538	75.38%
Honey bee toxicity	-	0.7148	71.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.48%	94.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.29%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.26%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.12%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.82%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.93%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.09%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.82%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.19%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.88%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.95%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%

Plants that contains it

• Astragalus sinicus
• Galega officinalis

Cross-Links

• PubChem: 14103647
• LOTUS: LTS0026831
• wikiData: Q104938442