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Myrciacitrin I

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 c90de037-5a37-4072-a002-3c46393fb66c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)CO)O)O)O)C)OC(CC2=O)C4=C(C=CC(=C4)O)O)O
SMILES (Isomeric) CC1=C(C2=C(C(=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)O[C@@H](CC2=O)C4=C(C=CC(=C4)O)O)O
InChI InChI=1S/C23H26O11/c1-8-17(28)16-13(27)6-14(11-5-10(25)3-4-12(11)26)32-22(16)9(2)21(8)34-23-20(31)19(30)18(29)15(7-24)33-23/h3-5,14-15,18-20,23-26,28-31H,6-7H2,1-2H3/t14-,15+,18+,19-,20+,23-/m0/s1
InChI Key XIMHLIFRXMEWEW-HMFSKKNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H26O11
Molecular Weight 478.40 g/mol
Exact Mass 478.14751164 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.31
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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203734-33-2
(2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
4H-1-Benzopyran-4-one, 2-(2,5-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-6,8-dimethyl-, (2S)-
(2S)-6,8-dimethyl-5,7,2',5'-tetrahydroxyflavanone-7-O-beta-D-glucopyranoside
(2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside
CHEBI:66417
DTXSID00942532
Q27134974
2-(2,5-Dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl hexopyranoside

2D Structure

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2D Structure of Myrciacitrin I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6981 69.81%
OATP2B1 inhibitior - 0.5680 56.80%
OATP1B1 inhibitior + 0.8410 84.10%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6607 66.07%
P-glycoprotein inhibitior - 0.6203 62.03%
P-glycoprotein substrate - 0.7505 75.05%
CYP3A4 substrate + 0.6269 62.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8479 84.79%
CYP3A4 inhibition - 0.9100 91.00%
CYP2C9 inhibition - 0.9357 93.57%
CYP2C19 inhibition - 0.9406 94.06%
CYP2D6 inhibition - 0.9617 96.17%
CYP1A2 inhibition - 0.8781 87.81%
CYP2C8 inhibition + 0.5482 54.82%
CYP inhibitory promiscuity - 0.7096 70.96%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7308 73.08%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.8344 83.44%
Skin corrosion - 0.9632 96.32%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4197 41.97%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9362 93.62%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7930 79.30%
Acute Oral Toxicity (c) III 0.6105 61.05%
Estrogen receptor binding + 0.8386 83.86%
Androgen receptor binding + 0.5696 56.96%
Thyroid receptor binding + 0.5927 59.27%
Glucocorticoid receptor binding + 0.7324 73.24%
Aromatase binding + 0.5674 56.74%
PPAR gamma + 0.7155 71.55%
Honey bee toxicity - 0.7900 79.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.8583 85.83%

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 99.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.59% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 94.64% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.43% 99.15%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.28% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.39% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.26% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.98% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.70% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.10% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.79% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 86.23% 94.73%
CHEMBL4208 P20618 Proteasome component C5 84.11% 90.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.44% 96.21%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.60% 90.93%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.80% 85.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.02% 99.23%

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.
Myrcia multiflora

Cross-Links

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PubChem 183137
NPASS NPC277106
LOTUS LTS0013738
wikiData Q27134974