(5a-Ethenyl-8-hydroxy-3,9-dimethylidene-2-oxo-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromen-4-yl) 2-(hydroxymethyl)prop-2-enoate

Details

Top
Internal ID 8e2ce0b7-3464-4560-92fc-6fc091b3de77
Taxonomy Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
IUPAC Name (5a-ethenyl-8-hydroxy-3,9-dimethylidene-2-oxo-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromen-4-yl) 2-(hydroxymethyl)prop-2-enoate
SMILES (Canonical) C=CC12CC(C3C(C1C(=C)C(OC2)O)OC(=O)C3=C)OC(=O)C(=C)CO
SMILES (Isomeric) C=CC12CC(C3C(C1C(=C)C(OC2)O)OC(=O)C3=C)OC(=O)C(=C)CO
InChI InChI=1S/C19H22O7/c1-5-19-6-12(25-16(21)9(2)7-20)13-10(3)18(23)26-15(13)14(19)11(4)17(22)24-8-19/h5,12-15,17,20,22H,1-4,6-8H2
InChI Key JSSBSFKGXTYXEP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H22O7
Molecular Weight 362.40 g/mol
Exact Mass 362.13655304 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.64
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5a-Ethenyl-8-hydroxy-3,9-dimethylidene-2-oxo-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromen-4-yl) 2-(hydroxymethyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9240 92.40%
Caco-2 - 0.7577 75.77%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7862 78.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9046 90.46%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7935 79.35%
P-glycoprotein inhibitior - 0.7275 72.75%
P-glycoprotein substrate - 0.6130 61.30%
CYP3A4 substrate + 0.6363 63.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.7838 78.38%
CYP2C9 inhibition - 0.8211 82.11%
CYP2C19 inhibition - 0.7299 72.99%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.8742 87.42%
CYP2C8 inhibition - 0.5803 58.03%
CYP inhibitory promiscuity - 0.7026 70.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5849 58.49%
Eye corrosion - 0.9757 97.57%
Eye irritation - 0.8473 84.73%
Skin irritation - 0.7357 73.57%
Skin corrosion - 0.9227 92.27%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5250 52.50%
Micronuclear - 0.5841 58.41%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7514 75.14%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7763 77.63%
Acute Oral Toxicity (c) III 0.4565 45.65%
Estrogen receptor binding + 0.5867 58.67%
Androgen receptor binding + 0.6406 64.06%
Thyroid receptor binding + 0.5519 55.19%
Glucocorticoid receptor binding + 0.6208 62.08%
Aromatase binding + 0.5344 53.44%
PPAR gamma + 0.6507 65.07%
Honey bee toxicity - 0.5680 56.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8485 84.85%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.84% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.45% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.81% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.84% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.52% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.90% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.89% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 83.58% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.46% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.24% 91.19%
CHEMBL4530 P00488 Coagulation factor XIII 83.03% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.47% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.86% 89.34%

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.
Vernonella praemorsa

Cross-Links

Top
PubChem 163099585
LOTUS LTS0042630
wikiData Q105134544