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[(2R,3R,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 072b4260-d215-434d-abf9-506dc7cbf7f9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)OC6C(C(C(C(O6)COC(=O)C)O)O)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=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)COC(=O)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C36H44O20/c1-13-25(40)28(43)31(46)34(51-13)50-12-23-27(42)30(45)33(56-35-32(47)29(44)26(41)22(54-35)11-49-14(2)37)36(55-23)52-17-8-18(38)24-19(39)10-20(53-21(24)9-17)15-4-6-16(48-3)7-5-15/h4-10,13,22-23,25-36,38,40-47H,11-12H2,1-3H3/t13-,22+,23+,25-,26-,27-,28+,29-,30-,31-,32+,33+,34+,35-,36+/m0/s1
InChI Key MADAEFDWNZQTDX-FJAXGDRISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H44O20
Molecular Weight 796.70 g/mol
Exact Mass 796.24259379 g/mol
Topological Polar Surface Area (TPSA) 299.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.40
H-Bond Acceptor 20
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5212 52.12%
Caco-2 - 0.8867 88.67%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6150 61.50%
OATP2B1 inhibitior - 0.5770 57.70%
OATP1B1 inhibitior + 0.9018 90.18%
OATP1B3 inhibitior + 0.9348 93.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6715 67.15%
P-glycoprotein inhibitior - 0.4477 44.77%
P-glycoprotein substrate + 0.6509 65.09%
CYP3A4 substrate + 0.6491 64.91%
CYP2C9 substrate - 0.8277 82.77%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.9736 97.36%
CYP2C9 inhibition - 0.9408 94.08%
CYP2C19 inhibition - 0.9477 94.77%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition - 0.9581 95.81%
CYP2C8 inhibition + 0.7236 72.36%
CYP inhibitory promiscuity - 0.8768 87.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.8473 84.73%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.5964 59.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7512 75.12%
Micronuclear + 0.5633 56.33%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9380 93.80%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9366 93.66%
Acute Oral Toxicity (c) III 0.7144 71.44%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.6225 62.25%
Thyroid receptor binding + 0.5388 53.88%
Glucocorticoid receptor binding + 0.6334 63.34%
Aromatase binding + 0.5404 54.04%
PPAR gamma + 0.7391 73.91%
Honey bee toxicity - 0.7050 70.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9072 90.72%

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 99.72% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.26% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.97% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.58% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.45% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.12% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.25% 81.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.25% 99.15%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.87% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.78% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 90.81% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.08% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.61% 87.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.97% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 83.22% 93.31%
CHEMBL4208 P20618 Proteasome component C5 82.54% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.40% 97.09%
CHEMBL3194 P02766 Transthyretin 82.36% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.99% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.60% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.05% 94.80%

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.
Clinopodium grandiflorum

Cross-Links

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PubChem 163042014
LOTUS LTS0206323
wikiData Q105160274