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Clerodendrin B Acetate

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 6298f78a-205c-4a44-bbe4-67c89ba806c8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-3,8-diacetyloxy-8a-(acetyloxymethyl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-acetyloxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H46O13/c1-9-30(7,46-21(6)37)29(38)45-27-23(42-19(4)35)14-24-31(8,25-13-22-10-11-39-28(22)44-25)17(2)12-26(43-20(5)36)32(24,15-40-18(3)34)33(27)16-41-33/h10-11,17,22-28H,9,12-16H2,1-8H3/t17-,22-,23-,24-,25+,26+,27+,28+,30-,31+,32+,33-/m1/s1
InChI Key FZLSSDKLGAXMGB-YOTBVQROSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O13
Molecular Weight 650.70 g/mol
Exact Mass 650.29384152 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.15
H-Bond Acceptor 13
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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((1R,2S,3R,4aR,5S,6R,8S,8aR)-5-((3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro(2,3-b)furan-5-yl)-3,8-diacetyloxy-8a-(acetyloxymethyl)-5,6-dimethylspiro(3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane)-2-yl) (2R)-2-acetyloxy-2-methylbutanoate
[(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-3,8-diacetyloxy-8a-(acetyloxymethyl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-acetyloxy-2-methylbutanoate
RefChem:126940
CHEMBL2272663

2D Structure

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2D Structure of Clerodendrin B Acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 - 0.8056 80.56%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6926 69.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.8959 89.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9910 99.10%
P-glycoprotein inhibitior + 0.8384 83.84%
P-glycoprotein substrate + 0.6729 67.29%
CYP3A4 substrate + 0.7106 71.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8640 86.40%
CYP3A4 inhibition - 0.6618 66.18%
CYP2C9 inhibition - 0.7926 79.26%
CYP2C19 inhibition - 0.7206 72.06%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.7661 76.61%
CYP inhibitory promiscuity - 0.6367 63.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5229 52.29%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.7027 70.27%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3789 37.89%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8032 80.32%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5993 59.93%
Acute Oral Toxicity (c) III 0.3894 38.94%
Estrogen receptor binding + 0.7953 79.53%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.7956 79.56%
Aromatase binding + 0.7333 73.33%
PPAR gamma + 0.7463 74.63%
Honey bee toxicity - 0.7113 71.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.96% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.61% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.94% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.14% 91.19%
CHEMBL2581 P07339 Cathepsin D 91.95% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.24% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.64% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.83% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.65% 94.33%
CHEMBL299 P17252 Protein kinase C alpha 85.45% 98.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.96% 91.07%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.61% 95.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.06% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.85% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.23% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.17% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 82.50% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.84% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.53% 97.28%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.60% 90.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.23% 97.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.14% 82.69%

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.
Volkameria inermis

Cross-Links

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PubChem 76323468
LOTUS LTS0257123
wikiData Q105005015