[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5S,6S)-5-hydroxy-3,4-bis[[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy]-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]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: 7a12fee1-15a3-4284-b3b1-e5dc75fe2f5d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5S,6S)-5-hydroxy-3,4-bis[[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy]-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]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)OCC2C(C(C(C(O2)OC(=O)C34CCC(CC3C5=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)O)C)(C)C)OC1C(C(C(C(O1)C)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)OC(=O)C(=CCCC(C)(C=C)O)C)OC(=O)C(=CCCC(C)(C=C)O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@@H]6[C@]7(CC[C@@H](C([C@@H]7CC[C@]6([C@@]5(C[C@H]4O)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)O)C)(C)C)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)O
• InChI: InChI=1S/C94H148O42/c1-16-89(11,117)26-18-20-40(3)76(114)130-72-56(100)42(5)125-84(75(72)131-77(115)41(4)21-19-27-90(12,118)17-2)124-39-51-61(105)63(107)74(135-81-68(112)64(108)70(43(6)126-81)132-80-69(113)71(49(98)37-121-80)133-78-65(109)57(101)46(95)34-119-78)85(128-51)136-86(116)94-31-30-87(7,8)32-45(94)44-22-23-53-91(13)28-25-55(88(9,10)52(91)24-29-92(53,14)93(44,15)33-54(94)99)129-82-67(111)62(106)60(104)50(127-82)38-123-83-73(59(103)48(97)36-122-83)134-79-66(110)58(102)47(96)35-120-79/h16-17,20-22,42-43,45-75,78-85,95-113,117-118H,1-2,18-19,23-39H2,3-15H3/b40-20+,41-21+/t42-,43-,45-,46+,47+,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+,78-,79-,80-,81-,82-,83-,84+,85-,89+,90+,91-,92+,93+,94+/m0/s1
• InChI Key: SPNABJPYMDPVLN-YVBIBDAJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₄H₁₄₈O₄₂
• Molecular Weight: 1950.20 g/mol
• Exact Mass: 1949.9478736 g/mol
• Topological Polar Surface Area (TPSA): 642.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 42
• H-Bond Donor: 21
• Rotatable Bonds: 30

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7806	78.06%
Caco-2	-	0.8565	85.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3466	34.66%
OATP1B3 inhibitior	-	0.3217	32.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.7260	72.60%
CYP3A4 substrate	+	0.7579	75.79%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8184	81.84%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.8280	82.80%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.5520	55.20%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7572	75.72%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9706	97.06%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	-	0.5142	51.42%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.7915	79.15%
Glucocorticoid receptor binding	+	0.8364	83.64%
Aromatase binding	+	0.7899	78.99%
PPAR gamma	+	0.8120	81.20%
Honey bee toxicity	-	0.6190	61.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	99.38%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.98%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.85%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.91%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.66%	94.73%
CHEMBL1871	P10275	Androgen Receptor	90.38%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.39%	94.75%
CHEMBL5028	O14672	ADAM10	89.04%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.86%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.55%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.77%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.66%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.06%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.94%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.02%	96.90%
CHEMBL325	Q13547	Histone deacetylase 1	82.80%	95.92%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.37%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.87%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.01%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.83%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.34%	93.18%

Plants that contains it

• Erythroxylum pervillei
• Gleditsia sinensis

Cross-Links

• PubChem: 10725268
• NPASS: NPC150584
• LOTUS: LTS0262432
• wikiData: Q105202285