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Isobutrin

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 59fe1ce9-b518-49ae-b069-8ac882945bb2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (E)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1/C=C/C(=O)C2=C(C=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI InChI=1S/C27H32O15/c28-9-18-20(33)22(35)24(37)26(41-18)39-12-3-4-13(16(32)8-12)14(30)5-1-11-2-6-15(31)17(7-11)40-27-25(38)23(36)21(34)19(10-29)42-27/h1-8,18-29,31-38H,9-10H2/b5-1+/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1
InChI Key XOTWNDIAAITUKR-KUUXHJTOSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O15
Molecular Weight 596.50 g/mol
Exact Mass 596.17412031 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.65
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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536-01-6
3,4,2',4'-Tetrahydroxychalcone-3,4'-diglucoside
C08649
(E)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
AC1NQYAF
CHEBI:5989
Q27106965
3,4'-bis-beta-D-glucopyranosyloxy-4,2'-dihydroxy-transchalcone
(E)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one
2-Propen-1-one, 1-(4-(beta-D-glucopyranosyloxy)-2-hydroxyphenyl)-3-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-, (E)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Isobutrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7592 75.92%
Caco-2 - 0.9200 92.00%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5911 59.11%
OATP2B1 inhibitior + 0.5795 57.95%
OATP1B1 inhibitior + 0.9412 94.12%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6356 63.56%
P-glycoprotein inhibitior - 0.5065 50.65%
P-glycoprotein substrate - 0.9134 91.34%
CYP3A4 substrate + 0.5415 54.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.9018 90.18%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.9443 94.43%
CYP2C8 inhibition + 0.6538 65.38%
CYP inhibitory promiscuity - 0.7050 70.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6943 69.43%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.8825 88.25%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7595 75.95%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.7982 79.82%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7570 75.70%
Acute Oral Toxicity (c) III 0.5984 59.84%
Estrogen receptor binding + 0.8022 80.22%
Androgen receptor binding - 0.5299 52.99%
Thyroid receptor binding + 0.5285 52.85%
Glucocorticoid receptor binding - 0.5837 58.37%
Aromatase binding + 0.5424 54.24%
PPAR gamma + 0.7576 75.76%
Honey bee toxicity - 0.7800 78.00%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8644 86.44%

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 99.49% 91.11%
CHEMBL3194 P02766 Transthyretin 95.16% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.18% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.89% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.66% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.43% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.35% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.40% 89.00%
CHEMBL4208 P20618 Proteasome component C5 89.75% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.57% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.10% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 87.57% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.26% 95.50%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.05% 91.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.46% 94.45%

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.
Butea monosperma

Cross-Links

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PubChem 5281256
LOTUS LTS0016430
wikiData Q27106965