Acutoside C

Details

Top
Internal ID 2d5aff6f-1954-4a70-8a29-77140dfe953a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-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)OC2C(C(COC2OC(=O)C34CCC5(C(=CCC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C3CC(C(C4)O)(C)C)C)O)O)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC5(C(=CCC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C3CC(C(C4)O)(C)C)C)O)O)O)O)OC1C(C(C(CO1)O)O)O
InChI InChI=1S/C58H94O26/c1-23-44(81-47-41(71)34(64)26(61)21-75-47)40(70)43(73)48(77-23)82-45-35(65)27(62)22-76-50(45)84-52(74)58-16-15-56(7)24(25(58)17-53(2,3)32(63)18-58)9-10-31-55(6)13-12-33(54(4,5)30(55)11-14-57(31,56)8)80-51-46(39(69)37(67)29(20-60)79-51)83-49-42(72)38(68)36(66)28(19-59)78-49/h9,23,25-51,59-73H,10-22H2,1-8H3
InChI Key YPIXJXFNNXQYKL-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C58H94O26
Molecular Weight 1207.30 g/mol
Exact Mass 1206.60333310 g/mol
Topological Polar Surface Area (TPSA) 413.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -2.93
H-Bond Acceptor 26
H-Bond Donor 15
Rotatable Bonds 12

Synonyms

Top
DTXSID101098641
135575-15-4
Olean-12-en-28-oic acid, 3-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-21-hydroxy-, O-beta-D-xylopyranosyl-(1-->4)-O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-alpha-L-arabinopyranosyl ester, (3beta,21beta)-

2D Structure

Top
2D Structure of Acutoside C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3452 34.52%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9110 91.10%
P-glycoprotein inhibitior + 0.7462 74.62%
P-glycoprotein substrate - 0.6205 62.05%
CYP3A4 substrate + 0.7428 74.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
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 + 0.7501 75.01%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9025 90.25%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7705 77.05%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding + 0.5977 59.77%
Glucocorticoid receptor binding + 0.7789 77.89%
Aromatase binding + 0.6683 66.83%
PPAR gamma + 0.8238 82.38%
Honey bee toxicity - 0.6468 64.68%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5305 53.05%
Fish aquatic toxicity + 0.9411 94.11%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.30% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.34% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.43% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.44% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.67% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.11% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.93% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.63% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.35% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.21% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.05% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 82.83% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.18% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.89% 94.00%
CHEMBL5028 O14672 ADAM10 80.28% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.20% 92.50%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Luffa acutangula

Cross-Links

Top
PubChem 131753039
LOTUS LTS0273645
wikiData Q105351699