Calophyllolide

Details

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Internal ID 38f7816b-dcdb-4774-aad0-25e6c7db1b12
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
IUPAC Name 5-methoxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]-10-phenylpyrano[2,3-f]chromen-8-one
SMILES (Canonical) CC=C(C)C(=O)C1=C(C2=C(C3=C1OC(=O)C=C3C4=CC=CC=C4)OC(C=C2)(C)C)OC
SMILES (Isomeric) C/C=C(\C)/C(=O)C1=C(C2=C(C3=C1OC(=O)C=C3C4=CC=CC=C4)OC(C=C2)(C)C)OC
InChI InChI=1S/C26H24O5/c1-6-15(2)22(28)21-23(29-5)17-12-13-26(3,4)31-24(17)20-18(14-19(27)30-25(20)21)16-10-8-7-9-11-16/h6-14H,1-5H3/b15-6+
InChI Key PMBLOLOJQZPEND-GIDUJCDVSA-N
Popularity 22 references in papers

Physical and Chemical Properties

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Molecular Formula C26H24O5
Molecular Weight 416.50 g/mol
Exact Mass 416.16237386 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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548-27-6
5-methoxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]-10-phenylpyrano[2,3-f]chromen-8-one
Calophyllolid
BRN 0061648
5-19-06-00471 (Beilstein Handbook Reference)
CHEBI:3328
SCHEMBL2146479
DTXSID501317237
LMPK12100001
2H,8H-Benzo(1,2-b,3,4-b')dipyran-8-one, 5-methoxy-2,2-dimethyl-6-(2-methylcrotonoyl)-10-phenyl-, (E)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Calophyllolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 + 0.7462 74.62%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7871 78.71%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9607 96.07%
P-glycoprotein inhibitior + 0.9139 91.39%
P-glycoprotein substrate - 0.6376 63.76%
CYP3A4 substrate + 0.6149 61.49%
CYP2C9 substrate - 0.6180 61.80%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition + 0.7380 73.80%
CYP2C9 inhibition + 0.5506 55.06%
CYP2C19 inhibition + 0.7889 78.89%
CYP2D6 inhibition - 0.9205 92.05%
CYP1A2 inhibition - 0.6687 66.87%
CYP2C8 inhibition + 0.7321 73.21%
CYP inhibitory promiscuity + 0.8027 80.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Danger 0.5498 54.98%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.6028 60.28%
Skin irritation - 0.7903 79.03%
Skin corrosion - 0.9663 96.63%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8288 82.88%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5029 50.29%
skin sensitisation - 0.8244 82.44%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8252 82.52%
Acute Oral Toxicity (c) III 0.6987 69.87%
Estrogen receptor binding + 0.8914 89.14%
Androgen receptor binding + 0.8489 84.89%
Thyroid receptor binding + 0.6835 68.35%
Glucocorticoid receptor binding + 0.7540 75.40%
Aromatase binding + 0.6313 63.13%
PPAR gamma + 0.7421 74.21%
Honey bee toxicity - 0.8091 80.91%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.92% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.21% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.69% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.50% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.83% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.54% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.69% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.50% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.68% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.16% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.77% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.93% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.80% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 81.19% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.73% 94.45%

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.
Calophyllum bracteatum
Calophyllum brasiliense
Calophyllum inophyllum
Calophyllum laxiflorum

Cross-Links

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PubChem 5281392
LOTUS LTS0026748
wikiData Q27106024