[(2S,3R,4S,5S,6R)-3-[(3R,4S,5S,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2Z)-6-[(2S,3R,4R,5S,6R)-5-[(2E)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: f00b8eab-c154-47c8-8b85-fbcd16d4d3b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(3R,4S,5S,6S)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2Z)-6-[(2S,3R,4R,5S,6R)-5-[(2E)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(CCC=C(C)C(=O)OC2C(OC(C(C2O)O)OC(C)(CCC=C(CO)C(=O)OC3CC4(C(CC3(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)OC1C(C(C(CO1)O)O)O)O)O)NC(=O)C)C)C(=O)OC1C(C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)C)OC1C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)C=C)C)C=C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(C)(CC/C=C(\C)/C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC(C)(CC/C=C(/CO)\C(=O)OC3CC4(C(CC3(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)NC(=O)C)C)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)OC1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@H](O1)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C=C)C)C=C)O)O)O
• InChI: InChI=1S/C103H163NO49/c1-17-98(12,152-91-76(128)69(121)61(113)42(4)137-91)27-19-21-41(3)84(131)146-79-43(5)139-92(77(129)72(79)124)153-99(13,18-2)28-20-22-46(34-105)85(132)144-59-33-103(95(133)151-94-83(71(123)65(117)52(36-107)142-94)150-90-78(130)81(148-89-75(127)70(122)64(116)51(35-106)140-89)80(44(6)138-90)147-88-74(126)66(118)53(37-108)141-88)48(31-96(59,8)9)47-23-24-56-100(14)29-26-58(97(10,11)55(100)25-30-101(56,15)102(47,16)32-57(103)112)145-86-60(104-45(7)109)68(120)67(119)54(143-86)40-136-93-82(63(115)50(111)39-135-93)149-87-73(125)62(114)49(110)38-134-87/h17-18,21-23,42-44,48-83,86-94,105-108,110-130H,1-2,19-20,24-40H2,3-16H3,(H,104,109)/b41-21+,46-22-/t42-,43-,44+,48?,49-,50-,51-,52-,53-,54-,55?,56?,57?,58?,59?,60-,61-,62+,63+,64-,65-,66+,67-,68-,69+,70+,71+,72-,73-,74-,75-,76-,77-,78-,79-,80+,81+,82-,83-,86+,87+,88+,89+,90?,91+,92+,93+,94+,98?,99?,100?,101?,102?,103?/m1/s1
• InChI Key: DTNNARPVZDFYKM-BYJYGPKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₃H₁₆₃NO₄₉
• Molecular Weight: 2199.40 g/mol
• Exact Mass: 2199.0327254 g/mol
• Topological Polar Surface Area (TPSA): 771.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -6.43
• H-Bond Acceptor: 49
• H-Bond Donor: 26
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6560	65.60%
Caco-2	-	0.8559	85.59%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7363	73.63%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8073	80.73%
CYP3A4 substrate	+	0.7636	76.36%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.8370	83.70%
CYP2C9 inhibition	-	0.8658	86.58%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.8551	85.51%
CYP inhibitory promiscuity	-	0.8203	82.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4473	44.73%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8028	80.28%
Acute Oral Toxicity (c)	III	0.6662	66.62%
Estrogen receptor binding	-	0.5995	59.95%
Androgen receptor binding	+	0.7712	77.12%
Thyroid receptor binding	+	0.8091	80.91%
Glucocorticoid receptor binding	+	0.8525	85.25%
Aromatase binding	+	0.8081	80.81%
PPAR gamma	+	0.8076	80.76%
Honey bee toxicity	-	0.5871	58.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	99.79%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.49%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.25%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.77%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	93.58%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	91.63%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.35%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL325	Q13547	Histone deacetylase 1	90.03%	95.92%
CHEMBL5028	O14672	ADAM10	89.43%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.36%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.20%	85.31%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.30%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.84%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.59%	95.71%
CHEMBL5957	P21589	5'-nucleotidase	84.67%	97.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.50%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.42%	92.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.02%	89.67%
CHEMBL259	P32245	Melanocortin receptor 4	83.70%	95.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.88%	94.33%
CHEMBL1871	P10275	Androgen Receptor	82.61%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.43%	92.94%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.74%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.26%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.04%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.78%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.46%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.24%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.12%	100.00%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 11968659
• NPASS: NPC183657