PlantaeDB Logo
Login Sign-up

[(1S,2S,3S,3aS,4R,5E,9R,10R,11E,13S,13aS)-3a,4,9,10,11-pentaacetyloxy-3,13-dihydroxy-2,5,8,8,12-pentamethyl-2,3,4,7,9,10,13,13a-octahydro-1H-cyclopenta[12]annulen-1-yl] benzoate

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 8002ba45-8a1a-4a74-aaeb-91dde4977de5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
IUPAC Name [(1S,2S,3S,3aS,4R,5E,9R,10R,11E,13S,13aS)-3a,4,9,10,11-pentaacetyloxy-3,13-dihydroxy-2,5,8,8,12-pentamethyl-2,3,4,7,9,10,13,13a-octahydro-1H-cyclopenta[12]annulen-1-yl] benzoate
SMILES (Canonical) CC1C(C2C(C(=C(C(C(C(CC=C(C(C2(C1O)OC(=O)C)OC(=O)C)C)(C)C)OC(=O)C)OC(=O)C)OC(=O)C)C)O)OC(=O)C3=CC=CC=C3
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]2[C@@H](/C(=C(\[C@@H]([C@@H](C(C/C=C(/[C@H]([C@]2([C@H]1O)OC(=O)C)OC(=O)C)\C)(C)C)OC(=O)C)OC(=O)C)/OC(=O)C)/C)O)OC(=O)C3=CC=CC=C3
InChI InChI=1S/C37H48O14/c1-18-16-17-36(9,10)34(49-24(7)41)31(47-22(5)39)30(46-21(4)38)19(2)28(43)27-29(50-35(45)26-14-12-11-13-15-26)20(3)32(44)37(27,51-25(8)42)33(18)48-23(6)40/h11-16,20,27-29,31-34,43-44H,17H2,1-10H3/b18-16+,30-19+/t20-,27+,28-,29+,31+,32+,33-,34+,37+/m1/s1
InChI Key WOCBVRWGOSYWRB-VZDCZICLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C37H48O14
Molecular Weight 716.80 g/mol
Exact Mass 716.30440620 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2S,3S,3aS,4R,5E,9R,10R,11E,13S,13aS)-3a,4,9,10,11-pentaacetyloxy-3,13-dihydroxy-2,5,8,8,12-pentamethyl-2,3,4,7,9,10,13,13a-octahydro-1H-cyclopenta[12]annulen-1-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 - 0.8316 83.16%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 0.7049 70.49%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.8563 85.63%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9716 97.16%
P-glycoprotein inhibitior + 0.8990 89.90%
P-glycoprotein substrate + 0.5346 53.46%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8526 85.26%
CYP3A4 inhibition - 0.8491 84.91%
CYP2C9 inhibition - 0.6941 69.41%
CYP2C19 inhibition - 0.8050 80.50%
CYP2D6 inhibition - 0.8808 88.08%
CYP1A2 inhibition - 0.7400 74.00%
CYP2C8 inhibition + 0.7658 76.58%
CYP inhibitory promiscuity - 0.8101 81.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9111 91.11%
Carcinogenicity (trinary) Non-required 0.5045 50.45%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.5541 55.41%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4407 44.07%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5426 54.26%
skin sensitisation + 0.4878 48.78%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7299 72.99%
Acute Oral Toxicity (c) III 0.4430 44.30%
Estrogen receptor binding + 0.7480 74.80%
Androgen receptor binding + 0.6823 68.23%
Thyroid receptor binding + 0.5831 58.31%
Glucocorticoid receptor binding + 0.7801 78.01%
Aromatase binding + 0.6341 63.41%
PPAR gamma + 0.7718 77.18%
Honey bee toxicity - 0.6515 65.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL2581 P07339 Cathepsin D 98.20% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 98.02% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.47% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.67% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.62% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.37% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.61% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.76% 81.11%
CHEMBL5028 O14672 ADAM10 86.64% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.94% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 85.94% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 85.21% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.81% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.41% 93.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.05% 95.58%
CHEMBL1951 P21397 Monoamine oxidase A 81.97% 91.49%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.84% 90.24%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.03% 83.00%

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.
Euphorbia tithymaloides

Cross-Links

Top
PubChem 23642499
LOTUS LTS0007893
wikiData Q105309425