PlantaeDB Logo
Login Sign-up

4a,7b,9-Trihydroxy-1,3-bis(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9ah-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl 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

Top
Internal ID 7b7d9eaa-a686-4bdc-9c15-dbe4e8ce3da7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids > Phorbol esters
IUPAC Name [1,6,14-trihydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate
SMILES (Canonical) CC1C(C2(C(C2(C)CO)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C)O
SMILES (Isomeric) CC1C(C2(C(C2(C)CO)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C)O
InChI InChI=1S/C22H30O8/c1-10-5-15-20(28,17(10)26)7-13(8-23)6-14-16-19(4,9-24)22(16,30-12(3)25)18(27)11(2)21(14,15)29/h5-6,11,14-16,18,23-24,27-29H,7-9H2,1-4H3
InChI Key ZDRYTMIJYWULNF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H30O8
Molecular Weight 422.50 g/mol
Exact Mass 422.19406791 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -0.53
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

Top
4a,7b,9-trihydroxy-1,3-bis(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9ah-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate
13-O-Acetyl-16-hydroxyphorbol
DTXSID00967462
5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 9a-(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9-trihydroxy-1,3-bis(hydroxymethyl)-1,6,8-trimethyl-

2D Structure

Top
2D Structure of 4a,7b,9-Trihydroxy-1,3-bis(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9ah-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9129 91.29%
Caco-2 - 0.7575 75.75%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6327 63.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8629 86.29%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7299 72.99%
P-glycoprotein inhibitior - 0.8627 86.27%
P-glycoprotein substrate - 0.5805 58.05%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.8763 87.63%
CYP2C9 inhibition - 0.7107 71.07%
CYP2C19 inhibition - 0.8697 86.97%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.8650 86.50%
CYP2C8 inhibition - 0.6534 65.34%
CYP inhibitory promiscuity - 0.8647 86.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6526 65.26%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.6831 68.31%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.5374 53.74%
Human Ether-a-go-go-Related Gene inhibition - 0.4047 40.47%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6083 60.83%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4941 49.41%
Acute Oral Toxicity (c) III 0.5617 56.17%
Estrogen receptor binding + 0.7243 72.43%
Androgen receptor binding + 0.7247 72.47%
Thyroid receptor binding + 0.6157 61.57%
Glucocorticoid receptor binding + 0.6758 67.58%
Aromatase binding + 0.7362 73.62%
PPAR gamma - 0.6150 61.50%
Honey bee toxicity - 0.7942 79.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8662 86.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.41% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.22% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 88.58% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 87.35% 97.79%
CHEMBL4208 P20618 Proteasome component C5 86.72% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.08% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.04% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.96% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 83.93% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.46% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.33% 94.45%
CHEMBL3045 P05771 Protein kinase C beta 81.66% 97.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.45% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.27% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.95% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.71% 90.08%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.56% 91.24%

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.
Vernicia fordii

Cross-Links

Top
PubChem 187855
LOTUS LTS0026440
wikiData Q82950059