5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

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Internal ID bd7a1820-3390-469b-82c8-b3e1503aa410
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
InChI InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27+,28+/m0/s1
InChI Key UIDGLYUNOUKLBM-ZLEZCFKXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O16
Molecular Weight 624.50 g/mol
Exact Mass 624.16903493 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.38
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4777 47.77%
Caco-2 - 0.9373 93.73%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6902 69.02%
OATP2B1 inhibitior - 0.5772 57.72%
OATP1B1 inhibitior + 0.8990 89.90%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6263 62.63%
P-glycoprotein inhibitior - 0.5762 57.62%
P-glycoprotein substrate + 0.5892 58.92%
CYP3A4 substrate + 0.6383 63.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.8619 86.19%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.8713 87.13%
CYP inhibitory promiscuity - 0.6670 66.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6995 69.95%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9056 90.56%
Skin irritation - 0.8249 82.49%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.6328 63.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4684 46.84%
Micronuclear + 0.7492 74.92%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.9436 94.36%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9093 90.93%
Acute Oral Toxicity (c) III 0.6904 69.04%
Estrogen receptor binding + 0.8205 82.05%
Androgen receptor binding + 0.5477 54.77%
Thyroid receptor binding + 0.5215 52.15%
Glucocorticoid receptor binding + 0.6600 66.00%
Aromatase binding + 0.6062 60.62%
PPAR gamma + 0.7100 71.00%
Honey bee toxicity - 0.7729 77.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.8477 84.77%

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 99.25% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.34% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.80% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.58% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.55% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.30% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 90.01% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.31% 91.49%
CHEMBL3194 P02766 Transthyretin 87.04% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.67% 95.64%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.18% 97.36%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.25% 85.14%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.73% 95.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.43% 96.00%
CHEMBL4208 P20618 Proteasome component C5 82.11% 90.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 80.16% 94.03%

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.
Alhagi sparsifolia
Androsace umbellata
Caragana pygmaea
Dryopteris aitoniana
Hedyosmum arborescens
Hippophae rhamnoides
Psorospermum adamauense
Ruta graveolens
Vachellia tortilis subsp. raddiana

Cross-Links

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PubChem 12313122
NPASS NPC101579
LOTUS LTS0115868
wikiData Q105273278