PlantaeDB Logo
Login Sign-up

[(4aR,5R,6R,6aS,7R,11aS,11bR)-5-benzoyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-6-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 2a68bab0-1396-42d7-91b1-9d4599f8b346
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(4aR,5R,6R,6aS,7R,11aS,11bR)-5-benzoyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-6-yl] benzoate
SMILES (Canonical) CC1C2C(CC3=C1C=CO3)C4(CCCC(C4(C(C2OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)O)(C)C)C
SMILES (Isomeric) C[C@@H]1[C@H]2[C@H](CC3=C1C=CO3)[C@]4(CCCC([C@@]4([C@@H]([C@@H]2OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6)O)(C)C)C
InChI InChI=1S/C34H38O6/c1-21-24-16-19-38-26(24)20-25-27(21)28(39-30(35)22-12-7-5-8-13-22)29(40-31(36)23-14-9-6-10-15-23)34(37)32(2,3)17-11-18-33(25,34)4/h5-10,12-16,19,21,25,27-29,37H,11,17-18,20H2,1-4H3/t21-,25-,27-,28+,29+,33+,34+/m0/s1
InChI Key ZLUDDZRRFBOSTI-RLZZOFBFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C34H38O6
Molecular Weight 542.70 g/mol
Exact Mass 542.26683893 g/mol
Topological Polar Surface Area (TPSA) 86.00 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.58
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(4aR,5R,6R,6aS,7R,11aS,11bR)-5-benzoyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-6-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.5984 59.84%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8334 83.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8278 82.78%
OATP1B3 inhibitior - 0.2696 26.96%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.8898 88.98%
P-glycoprotein inhibitior + 0.8179 81.79%
P-glycoprotein substrate - 0.6525 65.25%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8337 83.37%
CYP3A4 inhibition - 0.6534 65.34%
CYP2C9 inhibition - 0.5936 59.36%
CYP2C19 inhibition - 0.6095 60.95%
CYP2D6 inhibition - 0.9563 95.63%
CYP1A2 inhibition + 0.6020 60.20%
CYP2C8 inhibition + 0.6774 67.74%
CYP inhibitory promiscuity - 0.9225 92.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9154 91.54%
Skin irritation - 0.6684 66.84%
Skin corrosion - 0.9163 91.63%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8722 87.22%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5947 59.47%
skin sensitisation - 0.9033 90.33%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7569 75.69%
Acute Oral Toxicity (c) III 0.4310 43.10%
Estrogen receptor binding + 0.7317 73.17%
Androgen receptor binding + 0.7289 72.89%
Thyroid receptor binding + 0.5756 57.56%
Glucocorticoid receptor binding + 0.7509 75.09%
Aromatase binding + 0.6080 60.80%
PPAR gamma + 0.5790 57.90%
Honey bee toxicity - 0.8383 83.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.20% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.34% 98.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.26% 83.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.79% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.71% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.74% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 88.30% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.20% 91.49%
CHEMBL4208 P20618 Proteasome component C5 87.21% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.99% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.41% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.79% 95.89%
CHEMBL4267 P37173 TGF-beta receptor type II 82.62% 88.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.13% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.10% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.89% 93.56%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.88% 87.67%
CHEMBL5028 O14672 ADAM10 80.63% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.26% 100.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.10% 92.67%

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.
There are no matching plants.

Cross-Links

Top
PubChem 46861634
LOTUS LTS0113475
wikiData Q105379170