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Aescuflavoside

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 e0bfe3c4-5cb6-4398-9b8f-bdd26d58f2e2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)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=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O)O)O
InChI InChI=1S/C38H48O25/c1-10-21(44)26(49)30(53)35(57-10)56-9-19-24(47)28(51)34(63-36-29(52)22(45)15(43)8-55-36)38(61-19)62-33-25(48)20-14(42)5-12(40)6-17(20)58-32(33)11-2-3-13(41)16(4-11)59-37-31(54)27(50)23(46)18(7-39)60-37/h2-6,10,15,18-19,21-24,26-31,34-47,49-54H,7-9H2,1H3/t10-,15+,18+,19+,21-,22-,23+,24+,26+,27-,28-,29+,30+,31+,34+,35+,36-,37+,38-/m0/s1
InChI Key PSMWEUGAGOGDBM-GARDDLFLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C38H48O25
Molecular Weight 904.80 g/mol
Exact Mass 904.24846701 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP -4.60
Atomic LogP (AlogP) -5.75
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 11

Synonyms

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CHEMBL474659
3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

2D Structure

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2D Structure of Aescuflavoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4670 46.70%
Caco-2 - 0.9010 90.10%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5874 58.74%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7635 76.35%
P-glycoprotein inhibitior + 0.6108 61.08%
P-glycoprotein substrate + 0.6792 67.92%
CYP3A4 substrate + 0.6947 69.47%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9515 95.15%
CYP2C9 inhibition - 0.9608 96.08%
CYP2C19 inhibition - 0.9462 94.62%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition + 0.8085 80.85%
CYP inhibitory promiscuity - 0.8508 85.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6795 67.95%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9051 90.51%
Skin irritation - 0.8303 83.03%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7916 79.16%
Micronuclear + 0.6233 62.33%
Hepatotoxicity - 0.5424 54.24%
skin sensitisation - 0.9236 92.36%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9469 94.69%
Acute Oral Toxicity (c) III 0.6207 62.07%
Estrogen receptor binding + 0.8189 81.89%
Androgen receptor binding + 0.5613 56.13%
Thyroid receptor binding + 0.5138 51.38%
Glucocorticoid receptor binding - 0.5553 55.53%
Aromatase binding + 0.5263 52.63%
PPAR gamma + 0.7195 71.95%
Honey bee toxicity - 0.7060 70.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.7336 73.36%

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 99.63% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.85% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.26% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.41% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.17% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.56% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 90.57% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.03% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.02% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.61% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.04% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.80% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.45% 95.78%
CHEMBL4208 P20618 Proteasome component C5 86.48% 90.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.15% 95.83%
CHEMBL220 P22303 Acetylcholinesterase 84.93% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.84% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 84.10% 94.75%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.82% 95.64%
CHEMBL3194 P02766 Transthyretin 82.30% 90.71%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.47% 95.53%

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.
Aesculus chinensis

Cross-Links

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PubChem 11400338
NPASS NPC192539
LOTUS LTS0268992
wikiData Q105214267