[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-ethoxy-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: ef960f89-449e-44c3-9d29-ad1eb51dde1e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-ethoxy-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): CCOC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C7C1(CCC(C7)(C)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)C
• SMILES (Isomeric): CCOC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C7C1(CCC(C7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C
• InChI: InChI=1S/C50H82O19/c1-9-63-31-19-49(8)23(24-18-45(2,3)16-17-50(24,31)44(62)69-42-39(61)36(58)33(55)26(21-52)65-42)10-11-29-47(6)14-13-30(46(4,5)28(47)12-15-48(29,49)7)67-43-40(37(59)34(56)27(22-53)66-43)68-41-38(60)35(57)32(54)25(20-51)64-41/h10,24-43,51-61H,9,11-22H2,1-8H3/t24?,25-,26-,27-,28?,29?,30?,31?,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,47?,48?,49?,50?/m1/s1
• InChI Key: ZYKKXODJGWOMGM-YONDNJLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₁₉
• Molecular Weight: 987.20 g/mol
• Exact Mass: 986.54503038 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8430	84.30%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8458	84.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7100	71.00%
OATP1B3 inhibitior	-	0.4733	47.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.5736	57.36%
P-glycoprotein inhibitior	+	0.7521	75.21%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.7210	72.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8643	86.43%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	+	0.6599	65.99%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.6371	63.71%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.8424	84.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7066	70.66%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8795	87.95%
skin sensitisation	-	0.8931	89.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.8036	80.36%
Acute Oral Toxicity (c)	III	0.7528	75.28%
Estrogen receptor binding	+	0.7847	78.47%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	-	0.5658	56.58%
Glucocorticoid receptor binding	+	0.7135	71.35%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	+	0.7885	78.85%
Honey bee toxicity	-	0.6809	68.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5605	56.05%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.96%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.01%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	88.75%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.22%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.94%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.29%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.21%	97.25%
CHEMBL2581	P07339	Cathepsin D	83.36%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.78%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.37%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

• Blainvillea acmella

Cross-Links

• PubChem: 6325123
• NPASS: NPC205746