Anthriscusin

Details

Top
Internal ID ddd9cd3b-075b-4352-9dc1-345d72b425ad
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name [(E)-3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-enyl] (Z)-2-[[(Z)-2-methylbut-2-enoyl]oxymethyl]but-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC(=CC)C(=O)OCC=CC1=CC2=C(C(=C1)OC)OCO2
SMILES (Isomeric) C/C=C(/C)\C(=O)OC/C(=C/C)/C(=O)OC/C=C/C1=CC2=C(C(=C1)OC)OCO2
InChI InChI=1S/C21H24O7/c1-5-14(3)20(22)26-12-16(6-2)21(23)25-9-7-8-15-10-17(24-4)19-18(11-15)27-13-28-19/h5-8,10-11H,9,12-13H2,1-4H3/b8-7+,14-5-,16-6-
InChI Key FHPUFLKSIYHWOR-SBRHMQLSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C21H24O7
Molecular Weight 388.40 g/mol
Exact Mass 388.15220310 g/mol
Topological Polar Surface Area (TPSA) 80.30 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.44
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

Top
67008-16-6
[(E)-3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-enyl] (Z)-2-[[(Z)-2-methylbut-2-enoyl]oxymethyl]but-2-enoate
AKOS040734549
FS-7857
O-((Z)-2-Angeloyloxymethyl-2-butenoyl)-3-methoxy-4, 5-methylenedioxycinnamyl alcohol
2-Butenoic acid, 2-methyl-, 2-(((3-(7-methoxy-1,3-benzodioxol-5-yl)-2-propenyl)oxy)carbonyl)-2-butenyl ester, (Z,Z,?)-

2D Structure

Top
2D Structure of Anthriscusin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 + 0.7009 70.09%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6934 69.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9004 90.04%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9752 97.52%
P-glycoprotein inhibitior + 0.7590 75.90%
P-glycoprotein substrate - 0.7628 76.28%
CYP3A4 substrate + 0.5584 55.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition + 0.7806 78.06%
CYP2C9 inhibition + 0.5395 53.95%
CYP2C19 inhibition + 0.7830 78.30%
CYP2D6 inhibition - 0.7830 78.30%
CYP1A2 inhibition + 0.6564 65.64%
CYP2C8 inhibition - 0.6397 63.97%
CYP inhibitory promiscuity + 0.7354 73.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5698 56.98%
Eye corrosion - 0.9763 97.63%
Eye irritation - 0.8619 86.19%
Skin irritation - 0.7874 78.74%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4006 40.06%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6805 68.05%
skin sensitisation - 0.5478 54.78%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7051 70.51%
Acute Oral Toxicity (c) III 0.5206 52.06%
Estrogen receptor binding + 0.7464 74.64%
Androgen receptor binding + 0.5497 54.97%
Thyroid receptor binding + 0.6048 60.48%
Glucocorticoid receptor binding + 0.7450 74.50%
Aromatase binding - 0.5713 57.13%
PPAR gamma - 0.5525 55.25%
Honey bee toxicity - 0.6832 68.32%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9837 98.37%

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 98.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.28% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.59% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.24% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.15% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.37% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.86% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.97% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 90.68% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.42% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.37% 94.80%
CHEMBL4208 P20618 Proteasome component C5 83.87% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.40% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.64% 92.62%

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.
Anthriscus sylvestris

Cross-Links

Top
PubChem 6443833
LOTUS LTS0237428
wikiData Q104376028