Inophyllolide chromanol

Details

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Internal ID 756be6c7-4052-496c-8cfc-57f788109b63
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
IUPAC Name 18-hydroxy-10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
SMILES (Canonical) CC1C(OC2=C(C1O)C3=C(C(=CC(=O)O3)C4=CC=CC=C4)C5=C2C=CC(O5)(C)C)C
SMILES (Isomeric) CC1C(OC2=C(C1O)C3=C(C(=CC(=O)O3)C4=CC=CC=C4)C5=C2C=CC(O5)(C)C)C
InChI InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3
InChI Key BXENDTPSKAICGV-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O5
Molecular Weight 404.50 g/mol
Exact Mass 404.16237386 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.09
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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CHEMBL192847
MEGxp0_000926
CHEBI:140119
(16R,17S,18R)-18-hydroxy-10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
LMPK12100024
(16R,17R,18S)-18-hydroxy-10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
(16R,17S,18S)-18-hydroxy-10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
18-hydroxy-10,10,16,17-tetramethyl-6-phenyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one

2D Structure

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2D Structure of Inophyllolide chromanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 + 0.7038 70.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8869 88.69%
OATP1B3 inhibitior + 0.9569 95.69%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8765 87.65%
P-glycoprotein inhibitior + 0.8280 82.80%
P-glycoprotein substrate - 0.6173 61.73%
CYP3A4 substrate + 0.5875 58.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8236 82.36%
CYP3A4 inhibition - 0.6676 66.76%
CYP2C9 inhibition + 0.6082 60.82%
CYP2C19 inhibition - 0.5749 57.49%
CYP2D6 inhibition - 0.9420 94.20%
CYP1A2 inhibition - 0.8383 83.83%
CYP2C8 inhibition + 0.5500 55.00%
CYP inhibitory promiscuity - 0.6270 62.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9813 98.13%
Carcinogenicity (trinary) Danger 0.4845 48.45%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.7331 73.31%
Skin irritation - 0.6915 69.15%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6647 66.47%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8346 83.46%
Acute Oral Toxicity (c) III 0.4770 47.70%
Estrogen receptor binding + 0.8611 86.11%
Androgen receptor binding + 0.8326 83.26%
Thyroid receptor binding + 0.6483 64.83%
Glucocorticoid receptor binding + 0.8984 89.84%
Aromatase binding + 0.7560 75.60%
PPAR gamma + 0.8174 81.74%
Honey bee toxicity - 0.8118 81.18%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL2581 P07339 Cathepsin D 96.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.89% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.60% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.55% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.87% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 92.64% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.78% 99.23%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 85.13% 89.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.81% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.45% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.26% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.21% 99.17%

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.
Achyranthes bidentata
Calophyllum brasiliense
Calophyllum inophyllum
Calophyllum teysmannii
Morus alba
Woodwardia orientalis

Cross-Links

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PubChem 15223670
NPASS NPC35501
ChEMBL CHEMBL192847
LOTUS LTS0027629
wikiData Q104947892