methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 5b82a3c8-fe7c-4551-bb1d-a16437099aa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(Z)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)OC)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)CO)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)OC)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)/C(=C\C)/C
• InChI: InChI=1S/C53H82O19/c1-13-24(3)43(63)71-41-42(72-44(64)25(4)14-2)53(23-55)27(21-48(41,5)6)26-15-16-30-50(9)19-18-31(49(7,8)29(50)17-20-51(30,10)52(26,11)39(61)40(53)62)68-47-38(35(59)34(58)37(69-47)45(65)66-12)70-46-36(60)33(57)32(56)28(22-54)67-46/h13-15,27-42,46-47,54-62H,16-23H2,1-12H3/b24-13-,25-14-/t27-,28+,29-,30+,31-,32+,33-,34-,35-,36+,37-,38+,39-,40+,41-,42-,46-,47+,50-,51+,52-,53-/m0/s1
• InChI Key: DVMBKVOKOFYOMP-NJLDKKLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₁₉
• Molecular Weight: 1023.20 g/mol
• Exact Mass: 1022.54503038 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 11

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	-	0.8664	86.64%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7687	76.87%
OATP1B3 inhibitior	-	0.3603	36.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9196	91.96%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	-	0.5149	51.49%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8956	89.56%
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	+	0.7524	75.24%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7078	70.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7345	73.45%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8058	80.58%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4628	46.28%
Acute Oral Toxicity (c)	III	0.7305	73.05%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.8061	80.61%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6324	63.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.55%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.87%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.12%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.74%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.85%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.35%	91.24%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.13%	91.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.81%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.83%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.23%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.17%	97.14%

Plants that contains it

• Xanthoceras sorbifolium

Cross-Links

• PubChem: 71574224
• NPASS: NPC470913
• ChEMBL: CHEMBL2313346
• LOTUS: LTS0249221
• wikiData: Q104990206