[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-[(2S,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-2-yl]acetate

Details

• Internal ID: 8dabb64c-dcfd-42ae-b7fb-1a8d724b10a8
• 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] 2-[(2S,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4a-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-2-yl]acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(CC(C9(C8CC(CC9)(C)CC(=O)OC1C(C(C(C(O1)CO)O)O)O)CO)O)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CO[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7(C[C@H]([C@@]9([C@H]8C[C@@](CC9)(C)CC(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)CO)O)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C60H98O28/c1-24-36(67)41(72)45(76)50(80-24)88-49-44(75)39(70)29(21-63)83-54(49)84-30-22-79-53(48(40(30)71)87-52-47(78)43(74)38(69)28(20-62)82-52)85-34-11-12-57(5)31(55(34,2)3)10-13-58(6)32(57)9-8-25-26-16-56(4,14-15-60(26,23-64)33(65)17-59(25,58)7)18-35(66)86-51-46(77)42(73)37(68)27(19-61)81-51/h8,24,26-34,36-54,61-65,67-78H,9-23H2,1-7H3/t24-,26-,27+,28+,29+,30-,31-,32+,33+,34-,36-,37+,38+,39+,40-,41+,42-,43-,44-,45+,46+,47+,48+,49+,50-,51-,52-,53-,54-,56-,57-,58+,59+,60+/m0/s1
• InChI Key: JMCDSCUIPMGCCV-UKRLOFGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₈O₂₈
• Molecular Weight: 1267.40 g/mol
• Exact Mass: 1266.62446247 g/mol
• Topological Polar Surface Area (TPSA): 453.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7397	73.97%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9667	96.67%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.5287	52.87%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7764	77.64%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8077	80.77%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9051	90.51%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.7614	76.14%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.5996	59.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9411	94.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.18%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.46%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.19%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.54%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.25%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.38%	94.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.35%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.97%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.79%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.78%	96.61%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.89%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.68%	89.67%

Plants that contains it

• Ardisia crenata

Cross-Links

• PubChem: 101672538
• LOTUS: LTS0257505
• wikiData: Q105131254