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Acutoside B

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4f0b09c9-12ac-4cc6-9ce9-541c582a4f98
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-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)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)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)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)(C)C)O)O)O)O)OC1C(C(C(CO1)O)O)O
InChI InChI=1S/C58H94O25/c1-24-44(80-47-41(70)34(63)27(61)22-74-47)40(69)43(72)48(76-24)81-45-35(64)28(62)23-75-50(45)83-52(73)58-17-15-53(2,3)19-26(58)25-9-10-32-55(6)13-12-33(54(4,5)31(55)11-14-57(32,8)56(25,7)16-18-58)79-51-46(39(68)37(66)30(21-60)78-51)82-49-42(71)38(67)36(65)29(20-59)77-49/h9,24,26-51,59-72H,10-23H2,1-8H3
InChI Key SNUYYOZIHXZPOM-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C58H94O25
Molecular Weight 1191.30 g/mol
Exact Mass 1190.60841848 g/mol
Topological Polar Surface Area (TPSA) 393.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.91
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 12

Synonyms

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CHEBI:180812
DTXSID301099083
[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-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
135545-77-6
Olean-12-en-28-oic acid, 3-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-, O-beta-D-xylopyranosyl-(1-->4)-O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-alpha-L-arabinopyranosyl ester, (3beta)-

2D Structure

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2D Structure of Acutoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8789 87.89%
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 - 0.3680 36.80%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9107 91.07%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate - 0.7361 73.61%
CYP3A4 substrate + 0.7350 73.50%
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 + 0.7075 70.75%
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 - 0.8998 89.98%
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 + 0.7622 76.22%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9750 97.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9203 92.03%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7691 76.91%
Androgen receptor binding + 0.7413 74.13%
Thyroid receptor binding + 0.5854 58.54%
Glucocorticoid receptor binding + 0.7739 77.39%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.8185 81.85%
Honey bee toxicity - 0.6515 65.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5405 54.05%
Fish aquatic toxicity + 0.9411 94.11%

Targets

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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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.81% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.61% 97.36%
CHEMBL2581 P07339 Cathepsin D 90.18% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.96% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.37% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.76% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.39% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.98% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.81% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.35% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.03% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 81.94% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.77% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 80.96% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.95% 96.21%
CHEMBL5028 O14672 ADAM10 80.89% 97.50%

Plants that contains it

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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

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PubChem 3536509
LOTUS LTS0067648
wikiData Q105256699