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3-[[(3aR,4S,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

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 e5a54395-15d8-4c14-94f7-9744fe75973e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[[(3aR,4S,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
SMILES (Canonical) CC1C(C2C(C(O1)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(O2)(C)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]2[C@H]([C@@H](O1)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC(O2)(C)C)O
InChI InChI=1S/C24H24O11/c1-9-17(29)21-22(35-24(2,3)34-21)23(31-9)33-20-18(30)16-14(28)7-11(25)8-15(16)32-19(20)10-4-5-12(26)13(27)6-10/h4-9,17,21-23,25-29H,1-3H3/t9-,17-,21+,22+,23-/m0/s1
InChI Key VBHRATZJDZCXOA-HKNNQLDMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H24O11
Molecular Weight 488.40 g/mol
Exact Mass 488.13186158 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(3aR,4S,6S,7S,7aR)-7-hydroxy-2,2,6-trimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-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 + 0.8295 82.95%
Caco-2 - 0.7534 75.34%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7851 78.51%
OATP2B1 inhibitior + 0.5805 58.05%
OATP1B1 inhibitior + 0.9062 90.62%
OATP1B3 inhibitior + 0.8269 82.69%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7779 77.79%
P-glycoprotein inhibitior + 0.5891 58.91%
P-glycoprotein substrate - 0.5177 51.77%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 0.6787 67.87%
CYP2D6 substrate - 0.8605 86.05%
CYP3A4 inhibition + 0.5380 53.80%
CYP2C9 inhibition - 0.6948 69.48%
CYP2C19 inhibition - 0.5888 58.88%
CYP2D6 inhibition - 0.8619 86.19%
CYP1A2 inhibition - 0.7037 70.37%
CYP2C8 inhibition + 0.8952 89.52%
CYP inhibitory promiscuity + 0.5633 56.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4227 42.27%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8386 83.86%
Skin irritation - 0.7673 76.73%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis + 0.5963 59.63%
Human Ether-a-go-go-Related Gene inhibition - 0.6429 64.29%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8751 87.51%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7634 76.34%
Acute Oral Toxicity (c) III 0.5459 54.59%
Estrogen receptor binding + 0.7500 75.00%
Androgen receptor binding + 0.8200 82.00%
Thyroid receptor binding + 0.6393 63.93%
Glucocorticoid receptor binding + 0.7771 77.71%
Aromatase binding + 0.5745 57.45%
PPAR gamma + 0.7574 75.74%
Honey bee toxicity - 0.7356 73.56%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 0.9801 98.01%

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 99.78% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.54% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.16% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.66% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.18% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.60% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.86% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 91.63% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.64% 94.45%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.53% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.18% 95.56%
CHEMBL2039 P27338 Monoamine oxidase B 87.45% 92.51%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.32% 96.09%
CHEMBL3194 P02766 Transthyretin 86.28% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.92% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.81% 95.78%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.66% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.76% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.27% 85.14%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.80% 96.12%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.61% 80.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102304202
LOTUS LTS0195925
wikiData Q105283245