methyl (2S,3S,4R,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-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]-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 734dbd77-56bc-4558-bda9-93f1a7c1669a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4R,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-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]-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O
• InChI: InChI=1S/C49H78O20/c1-44(2)14-16-49(43(62)69-41-35(59)32(56)30(54)25(20-51)65-41)17-15-47(5)22(23(49)18-44)8-9-27-45(3)12-11-28(46(4,21-52)26(45)10-13-48(27,47)6)66-42-36(60)33(57)37(38(68-42)39(61)63-7)67-40-34(58)31(55)29(53)24(19-50)64-40/h8,23-38,40-42,50-60H,9-21H2,1-7H3/t23-,24+,25+,26+,27+,28-,29-,30+,31-,32-,33+,34+,35+,36+,37-,38-,40-,41-,42+,45-,46-,47+,48+,49-/m0/s1
• InChI Key: YMNYNVCHEXAJCH-CYEJPZQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₂₀
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.50864487 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 10

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	-	0.8833	88.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8699	86.99%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	-	0.7024	70.24%
CYP3A4 substrate	+	0.7307	73.07%
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	+	0.7225	72.25%
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	-	0.9032	90.32%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7574	75.74%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.8154	81.54%
Honey bee toxicity	-	0.6850	68.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.49%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.98%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.15%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.25%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.58%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.46%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.43%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.96%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.15%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.20%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.87%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.86%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.07%	96.90%

Plants that contains it

• Meliosma lanceolata

Cross-Links

• PubChem: 101995274
• LOTUS: LTS0229947
• wikiData: Q105350656