Gnaphaliin

Details

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Internal ID cad9dac7-8707-454e-a4ad-6ae7ca533ced
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-3,8-dimethoxy-2-phenylchromen-4-one
SMILES (Canonical) COC1=C(C=C(C2=C1OC(=C(C2=O)OC)C3=CC=CC=C3)O)O
SMILES (Isomeric) COC1=C(C=C(C2=C1OC(=C(C2=O)OC)C3=CC=CC=C3)O)O
InChI InChI=1S/C17H14O6/c1-21-15-11(19)8-10(18)12-13(20)17(22-2)14(23-16(12)15)9-6-4-3-5-7-9/h3-8,18-19H,1-2H3
InChI Key OWQLBLNRUZULFV-UHFFFAOYSA-N
Popularity 35 references in papers

Physical and Chemical Properties

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Molecular Formula C17H14O6
Molecular Weight 314.29 g/mol
Exact Mass 314.07903816 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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33803-42-8
5,7-dihydroxy-3,8-dimethoxyflavone
3-O-Methyl-8-methoxygalangin
5,7-dihydroxy-3,8-dimethoxy-2-phenylchromen-4-one
Flavone + 2O + 2MeO
CHEMBL560724
MEGxp0_000457
SCHEMBL19267483
ACon1_000796
CHEBI:168044
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Gnaphaliin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9440 94.40%
Caco-2 + 0.6767 67.67%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.6642 66.42%
OATP2B1 inhibitior - 0.5878 58.78%
OATP1B1 inhibitior + 0.9509 95.09%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5428 54.28%
P-glycoprotein inhibitior + 0.6836 68.36%
P-glycoprotein substrate - 0.9020 90.20%
CYP3A4 substrate - 0.5728 57.28%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.7817 78.17%
CYP2C9 inhibition + 0.6258 62.58%
CYP2C19 inhibition + 0.8187 81.87%
CYP2D6 inhibition - 0.6249 62.49%
CYP1A2 inhibition + 0.8668 86.68%
CYP2C8 inhibition + 0.4689 46.89%
CYP inhibitory promiscuity + 0.8459 84.59%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6581 65.81%
Eye corrosion - 0.9779 97.79%
Eye irritation + 0.8115 81.15%
Skin irritation - 0.6522 65.22%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6235 62.35%
Micronuclear + 0.9200 92.00%
Hepatotoxicity + 0.5447 54.47%
skin sensitisation - 0.9222 92.22%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4656 46.56%
Acute Oral Toxicity (c) III 0.5920 59.20%
Estrogen receptor binding + 0.9229 92.29%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.6181 61.81%
Glucocorticoid receptor binding + 0.8970 89.70%
Aromatase binding + 0.7638 76.38%
PPAR gamma + 0.7322 73.22%
Honey bee toxicity - 0.9108 91.08%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8636 86.36%

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 99.09% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.35% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.14% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.03% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.78% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.64% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.43% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 83.21% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.17% 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.
Achyrocline flaccida
Anaphalis margaritacea
Helichrysum bracteiferum
Helichrysum italicum
Helichrysum italicum subsp. picardii
Muntingia calabura
Pseudognaphalium obtusifolium
Woodsia scopulina

Cross-Links

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PubChem 9972910
NPASS NPC245546
LOTUS LTS0237501
wikiData Q103815916