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Isovesiculosin

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 c9e17a8d-064d-4a1b-a2c3-13afa8ae019c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo[9.4.0.02,4.06,10]pentadec-8-en-14-yl] (2E,4E)-deca-2,4-dienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O9/c1-6-7-8-9-10-11-12-13-21(32)38-27(17(2)3)15-19(5)29(36)20-14-18(4)23(33)30(20,37)26(35)28(16-31)25(39-28)22(29)24(27)34/h10-14,19-20,22,24-26,31,34-37H,2,6-9,15-16H2,1,3-5H3/b11-10+,13-12+
InChI Key YVVNYYRTWOFPMR-AQASXUMVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O9
Molecular Weight 546.60 g/mol
Exact Mass 546.28288291 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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96935-22-7
[5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo[9.4.0.02,4.06,10]pentadec-8-en-14-yl] (2E,4E)-deca-2,4-dienoate
(5,6,11,15-tetrahydroxy-4-(hydroxymethyl)-8,12-dimethyl-7-oxo-14-prop-1-en-2-yl-3-oxatetracyclo(9.4.0.02,4.06,10)pentadec-8-en-14-yl) (2E,4E)-deca-2,4-dienoate
RefChem:150129
2,4-Decadienoic acid, 1,2,3,4,4a,4b,5a,6,6a,7,9a,9b-dodecahydro-4,6,6a,9b-tetrahydroxy-5a-(hydroxymethyl)-1,8-dimethyl-3-(1-methylethenyl)-7-oxobenz(7,8)azuleno(5,6-b)oxiren-3-yl ester, (1R-(1alpha,3alpha,4alpha,4abeta,4bbeta,5abeta,6beta,6a))
NSC374343
NSC-374343
VESCULOSIN, ISO (B671071K104)
B671071F104
2,4-Decadienoic acid, 1,2,3,4,4a,4b,5a,6,6a,7,9a,9b-dodecahydro-4,6,6a,9b-tetrahydroxy-5a-(hydroxymethyl)-1,8-dimethyl-3-(1-methylethenyl)-7-oxobenz(7,8)azuleno(5,6-b)oxiren-3-yl ester, (1R-(1alpha,3alpha,4alpha,4abeta,4bbeta,5abeta,6beta,6abeta,9aalpha,9balpha))-

2D Structure

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2D Structure of Isovesiculosin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8909 89.09%
Caco-2 - 0.7999 79.99%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6796 67.96%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6179 61.79%
P-glycoprotein inhibitior + 0.7043 70.43%
P-glycoprotein substrate + 0.5780 57.80%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8963 89.63%
CYP3A4 inhibition - 0.5250 52.50%
CYP2C9 inhibition + 0.5120 51.20%
CYP2C19 inhibition - 0.7573 75.73%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.7211 72.11%
CYP2C8 inhibition + 0.5934 59.34%
CYP inhibitory promiscuity - 0.8269 82.69%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9268 92.68%
Skin irritation - 0.5841 58.41%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7214 72.14%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5972 59.72%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6112 61.12%
Acute Oral Toxicity (c) III 0.5211 52.11%
Estrogen receptor binding + 0.6525 65.25%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding + 0.6099 60.99%
Glucocorticoid receptor binding + 0.7238 72.38%
Aromatase binding + 0.7212 72.12%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7957 79.57%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6002 60.02%
Fish aquatic toxicity + 0.9850 98.50%

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 97.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.61% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.60% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.97% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.51% 99.17%
CHEMBL2581 P07339 Cathepsin D 91.43% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 91.30% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.43% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.43% 89.34%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.13% 92.32%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.73% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 87.64% 98.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.29% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.98% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.09% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.40% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.18% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.13% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.32% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.88% 90.17%

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.
Diarthron vesiculosum

Cross-Links

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PubChem 5477991
LOTUS LTS0032625
wikiData Q105366058