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Pestalofone B

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 338d0736-3bc6-4401-a55f-b76905848f01
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (1S,3R,3'E,4'Z,5S,6S)-3'-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]-5-hydroxy-1'-methyl-1-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro[7-oxabicyclo[4.1.0]heptane-3,5'-cyclohexene]-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H42O6/c1-17(2)8-10-31-26(35)22(14-24(33)27(31)37-31)21-13-20(7)15-30(23(21)12-19(5)6)16-25(34)28-32(38-28,29(30)36)11-9-18(3)4/h8-9,12-13,24-28,33-35H,5,10-11,14-16H2,1-4,6-7H3/b22-21+,23-12-/t24-,25-,26+,27-,28-,30+,31+,32-/m0/s1
InChI Key GMNIUJUEVAPRMH-OLTDJHSXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O6
Molecular Weight 522.70 g/mol
Exact Mass 522.29813906 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.57
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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(1S,3R,3'E,4'Z,5S,6S)-3'-[(1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-3-ylidene]-5-hydroxy-1'-methyl-1-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro[7-oxabicyclo[4.1.0]heptane-3,5'-cyclohexene]-2-one
(1S,2S,3'E,4R,4'Z,6S)-3'-((1S,2S,5R,6R)-2,5-dihydroxy-6-(3-methylbut-2-enyl)-7-oxabicyclo(4.1.0)heptan-4-ylidene)-2-hydroxy-1'-methyl-6-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro(7-oxabicyclo(4.1.0)heptane-4,5'-cyclohexene)-5-one
(1S,2S,3'E,4R,4'Z,6S)-3'-[(1S,2S,5R,6R)-2,5-dihydroxy-6-(3-methylbut-2-enyl)-7-oxabicyclo[4.1.0]heptan-4-ylidene]-2-hydroxy-1'-methyl-6-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro[7-oxabicyclo[4.1.0]heptane-4,5'-cyclohexene]-5-one
(1S,3R,3'E,4'Z,5S,6S)-3'-((1R,2R,5S,6S)-2,5-dihydroxy-1-(3-methylbut-2-enyl)-7-oxabicyclo(4.1.0)heptan-3-ylidene)-5-hydroxy-1'-methyl-1-(3-methylbut-2-enyl)-4'-(2-methylprop-2-enylidene)spiro(7-oxabicyclo(4.1.0)heptane-3,5'-cyclohexene)-2-one
RefChem:171961
CHEMBL522680
CHEBI:207697

2D Structure

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2D Structure of Pestalofone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9817 98.17%
Caco-2 - 0.7201 72.01%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6065 60.65%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.8633 86.33%
OATP1B3 inhibitior + 0.9197 91.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9006 90.06%
P-glycoprotein inhibitior + 0.6573 65.73%
P-glycoprotein substrate + 0.5338 53.38%
CYP3A4 substrate + 0.6540 65.40%
CYP2C9 substrate - 0.8170 81.70%
CYP2D6 substrate - 0.7617 76.17%
CYP3A4 inhibition - 0.6926 69.26%
CYP2C9 inhibition - 0.7593 75.93%
CYP2C19 inhibition - 0.6676 66.76%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.8804 88.04%
CYP2C8 inhibition + 0.4929 49.29%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6248 62.48%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.6377 63.77%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4350 43.50%
Micronuclear - 0.6441 64.41%
Hepatotoxicity + 0.5146 51.46%
skin sensitisation - 0.6846 68.46%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7680 76.80%
Acute Oral Toxicity (c) III 0.3547 35.47%
Estrogen receptor binding + 0.7720 77.20%
Androgen receptor binding + 0.7151 71.51%
Thyroid receptor binding + 0.5547 55.47%
Glucocorticoid receptor binding + 0.7934 79.34%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.6690 66.90%
Honey bee toxicity - 0.7406 74.06%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9848 98.48%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.42% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.00% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.12% 89.34%
CHEMBL1951 P21397 Monoamine oxidase A 92.78% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.99% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.36% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.17% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 89.84% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.27% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.32% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.85% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.33% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.17% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.06% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.20% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.17% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.00% 97.21%

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.
There are no matching plants.

Cross-Links

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PubChem 44564016
LOTUS LTS0144507
wikiData Q77516608