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Naphthopyranomycin

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 ca26a54e-957c-450e-b83d-904384e237ed
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones
IUPAC Name 10-hydroxy-8-[(2R,4S,5R)-5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl]-3-methyl-7-(2-oxopropyl)-1-propyl-1H-benzo[g]isochromene-6,9-dione
SMILES (Canonical) CCCC1C2=C(C3=C(C=C2C=C(O1)C)C(=O)C(=C(C3=O)C4OCC(C(O4)CO)O)CC(=O)C)O
SMILES (Isomeric) CCCC1C2=C(C3=C(C=C2C=C(O1)C)C(=O)C(=C(C3=O)[C@@H]4OC[C@H]([C@@H](O4)CO)O)CC(=O)C)O
InChI InChI=1S/C25H28O9/c1-4-5-17-19-13(7-12(3)33-17)8-15-20(23(19)30)24(31)21(14(22(15)29)6-11(2)27)25-32-10-16(28)18(9-26)34-25/h7-8,16-18,25-26,28,30H,4-6,9-10H2,1-3H3/t16-,17?,18+,25-/m1/s1
InChI Key UYZRGLQTRZRYKC-ZKCKRPFPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H28O9
Molecular Weight 472.50 g/mol
Exact Mass 472.17333247 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.37
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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142450-08-6
DTXSID00931461
10-hydroxy-8-[(2R,4S,5R)-5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl]-3-methyl-7-(2-oxopropyl)-1-propyl-1H-benzo[g]isochromene-6,9-dione
10-Hydroxy-8-[5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl]-3-methyl-7-(2-oxopropyl)-1-propyl-1H-naphtho[2,3-c]pyran-6,9-dione
1H-Naphtho(2,3-c)pyran-6,9-dione, 8-(5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl)-3-methyl-7-(2-oxopropyl)-1-propyl-

2D Structure

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2D Structure of Naphthopyranomycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8775 87.75%
Caco-2 - 0.6994 69.94%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6912 69.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7841 78.41%
OATP1B3 inhibitior + 0.9026 90.26%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4730 47.30%
P-glycoprotein inhibitior - 0.4844 48.44%
P-glycoprotein substrate + 0.6066 60.66%
CYP3A4 substrate + 0.6696 66.96%
CYP2C9 substrate - 0.8124 81.24%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.6323 63.23%
CYP2C9 inhibition - 0.7801 78.01%
CYP2C19 inhibition - 0.7900 79.00%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.7091 70.91%
CYP2C8 inhibition - 0.5675 56.75%
CYP inhibitory promiscuity - 0.7960 79.60%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5928 59.28%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9132 91.32%
Skin irritation - 0.7449 74.49%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis + 0.5318 53.18%
Human Ether-a-go-go-Related Gene inhibition - 0.7050 70.50%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8639 86.39%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8615 86.15%
Acute Oral Toxicity (c) III 0.5187 51.87%
Estrogen receptor binding + 0.7099 70.99%
Androgen receptor binding + 0.6568 65.68%
Thyroid receptor binding - 0.7319 73.19%
Glucocorticoid receptor binding + 0.7868 78.68%
Aromatase binding + 0.5530 55.30%
PPAR gamma + 0.5282 52.82%
Honey bee toxicity - 0.7928 79.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9654 96.54%

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 98.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.75% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.56% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 96.54% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.08% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.52% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.01% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.92% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.82% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 87.15% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.51% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.45% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.69% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.96% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.48% 92.50%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.32% 80.33%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.30% 98.46%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.64% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.47% 97.28%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.14% 91.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.07% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.06% 86.33%

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 3036104
LOTUS LTS0250454
wikiData Q82907014