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Neohesperdin

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 15dc3574-94dd-496c-ae95-bd9282eadbd4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=CC(=C5)OC)O)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=CC(=C5)OC)O)O)CO)O)O)O)O)O
InChI InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-14-6-15(31)20-16(32)8-17(41-18(20)7-14)11-3-12(30)5-13(4-11)38-2/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
InChI Key TWAZWVPPDIUVOD-UZRWAPQLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O15
Molecular Weight 610.60 g/mol
Exact Mass 610.18977037 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.16
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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MFCD16661259
CHEMBL4303218
SCHEMBL23079150
s2332
AKOS022168203
CCG-270225
BRD-K96299080-001-02-7
(S)-7-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)chroman-4-one
(S)-7-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)chroman-4-one

2D Structure

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2D Structure of Neohesperdin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5074 50.74%
Caco-2 - 0.9022 90.22%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.9571 95.71%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.9234 92.34%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7168 71.68%
P-glycoprotein inhibitior - 0.7428 74.28%
P-glycoprotein substrate - 0.6063 60.63%
CYP3A4 substrate + 0.6544 65.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8479 84.79%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.4857 48.57%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8417 84.17%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7863 78.63%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding - 0.6440 64.40%
Thyroid receptor binding + 0.5278 52.78%
Glucocorticoid receptor binding + 0.5554 55.54%
Aromatase binding - 0.4933 49.33%
PPAR gamma + 0.6973 69.73%
Honey bee toxicity - 0.6579 65.79%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7522 75.22%

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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.32% 97.36%
CHEMBL2581 P07339 Cathepsin D 93.23% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.59% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.32% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.61% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.27% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.26% 94.00%
CHEMBL4208 P20618 Proteasome component C5 90.41% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.92% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.12% 96.21%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.88% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 88.74% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.89% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.23% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.39% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.29% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 81.75% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.84% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.56% 91.07%

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.
Citrus × aurantium

Cross-Links

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PubChem 24721685
NPASS NPC46791