Apigenin 7-[galactosyl-(1->4)-mannoside]

Details

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Internal ID cb9d4d99-841a-4c6e-90df-643c36b7b32d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c28-8-17-20(33)21(34)23(36)27(40-17)42-25-18(9-29)41-26(24(37)22(25)35)38-12-5-13(31)19-14(32)7-15(39-16(19)6-12)10-1-3-11(30)4-2-10/h1-7,17-18,20-31,33-37H,8-9H2
InChI Key YONLJLRPNAUKHY-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.13
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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CHEBI:191974
7-[3,4-dihydroxy-6-(hydroxymethyl)-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

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2D Structure of Apigenin 7-[galactosyl-(1->4)-mannoside]

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6238 62.38%
Caco-2 - 0.9239 92.39%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6259 62.59%
OATP2B1 inhibitior - 0.5581 55.81%
OATP1B1 inhibitior + 0.9447 94.47%
OATP1B3 inhibitior + 0.9578 95.78%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7678 76.78%
P-glycoprotein inhibitior - 0.6626 66.26%
P-glycoprotein substrate - 0.7707 77.07%
CYP3A4 substrate + 0.6046 60.46%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9399 93.99%
CYP2C9 inhibition - 0.9431 94.31%
CYP2C19 inhibition - 0.9201 92.01%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9283 92.83%
CYP2C8 inhibition + 0.6886 68.86%
CYP inhibitory promiscuity - 0.7667 76.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6368 63.68%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.8293 82.93%
Skin corrosion - 0.9710 97.10%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4082 40.82%
Micronuclear + 0.6033 60.33%
Hepatotoxicity - 0.9071 90.71%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8798 87.98%
Acute Oral Toxicity (c) IV 0.4161 41.61%
Estrogen receptor binding + 0.7316 73.16%
Androgen receptor binding + 0.7105 71.05%
Thyroid receptor binding - 0.5176 51.76%
Glucocorticoid receptor binding - 0.5612 56.12%
Aromatase binding + 0.6002 60.02%
PPAR gamma + 0.7277 72.77%
Honey bee toxicity - 0.5943 59.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.7469 74.69%

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 99.41% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.20% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.39% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 93.39% 83.57%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.80% 99.15%
CHEMBL3194 P02766 Transthyretin 91.95% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.79% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 90.14% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 89.29% 94.73%
CHEMBL242 Q92731 Estrogen receptor beta 87.71% 98.35%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.30% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.98% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.39% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.85% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.13% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.17% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.41% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.10% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.02% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.84% 97.28%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.76% 90.71%

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.
Perilla frutescens
Salvia uliginosa

Cross-Links

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PubChem 73840313
LOTUS LTS0096625
wikiData Q105351409