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Phomanolide

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 d1652a82-7a92-4e4a-a5f5-69c1d6ef2cf1
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (3aS,5aR,9aR,9bS)-5a-hydroxy-9a-methyl-6-methylidene-1,3a,4,5,7,8,9,9b-octahydrobenzo[e][2]benzofuran-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C14H20O3/c1-9-4-3-6-13(2)11-8-17-12(15)10(11)5-7-14(9,13)16/h10-11,16H,1,3-8H2,2H3/t10-,11-,13+,14+/m0/s1
InChI Key RXJQZGPEIDAJIL-CDGCEXEKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C14H20O3
Molecular Weight 236.31 g/mol
Exact Mass 236.14124450 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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(3aS,5aR,9aR,9bS)-5a-hydroxy-9a-methyl-6-methylidene-1,3a,4,5,7,8,9,9b-octahydrobenzo(e)(2)benzofuran-3-one
(3aS,5aR,9aR,9bS)-5a-hydroxy-9a-methyl-6-methylidene-1,3a,4,5,7,8,9,9b-octahydrobenzo[e][2]benzofuran-3-one
RefChem:173279
CHEMBL5284226
CHEBI:227933
(3aS,5aR,9aR,9bS)-5a-hydroxy-9a-methyl-6-methylidene-1,3a,4,5,7,8,9,9b-octahydrobenzo[e][2]benzouran-3-one

2D Structure

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2D Structure of Phomanolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9968 99.68%
Caco-2 + 0.7325 73.25%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7709 77.09%
OATP2B1 inhibitior - 0.8471 84.71%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9491 94.91%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6398 63.98%
BSEP inhibitior - 0.7548 75.48%
P-glycoprotein inhibitior - 0.9366 93.66%
P-glycoprotein substrate - 0.9227 92.27%
CYP3A4 substrate + 0.6091 60.91%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.6844 68.44%
CYP2C9 inhibition - 0.8662 86.62%
CYP2C19 inhibition - 0.6149 61.49%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.7356 73.56%
CYP2C8 inhibition - 0.8081 80.81%
CYP inhibitory promiscuity - 0.9144 91.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5189 51.89%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.7891 78.91%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8215 82.15%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.6394 63.94%
skin sensitisation - 0.7844 78.44%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4738 47.38%
Acute Oral Toxicity (c) III 0.4803 48.03%
Estrogen receptor binding + 0.6870 68.70%
Androgen receptor binding + 0.6860 68.60%
Thyroid receptor binding - 0.6200 62.00%
Glucocorticoid receptor binding + 0.5681 56.81%
Aromatase binding - 0.5673 56.73%
PPAR gamma - 0.6604 66.04%
Honey bee toxicity - 0.8734 87.34%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9927 99.27%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.52% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.26% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.32% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.10% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.68% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.58% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.83% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.73% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.51% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.19% 89.00%
CHEMBL2581 P07339 Cathepsin D 82.97% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.53% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 81.41% 94.75%

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 146682465
LOTUS LTS0238877
wikiData Q105247084