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Hydroxycyanobacterin

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 b2b495f1-8840-4988-8f61-eb6a95cad2fc
Taxonomy Benzenoids > Phenol ethers > Anisoles
IUPAC Name (3R,4R,5Z)-3-[(3-chloro-4-hydroxyphenyl)methyl]-4-hydroxy-5-[(4-methoxyphenyl)methylidene]-4-propan-2-yloxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H23ClO5/c1-13(2)22(26)17(10-15-6-9-19(24)18(23)11-15)21(25)28-20(22)12-14-4-7-16(27-3)8-5-14/h4-9,11-13,17,24,26H,10H2,1-3H3/b20-12-/t17-,22+/m0/s1
InChI Key RSVNZCJGMZWPMU-ITMNURAISA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C22H23ClO5
Molecular Weight 402.90 g/mol
Exact Mass 402.1234015 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.20
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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(3R,4R,5Z)-3-[(3-chloro-4-hydroxyphenyl)methyl]-4-hydroxy-5-[(4-methoxyphenyl)methylidene]-4-propan-2-yloxolan-2-one
(3R,4R,5Z)-3-((3-chloro-4-hydroxyphenyl)methyl)-4-hydroxy-5-((4-methoxyphenyl)methylidene)-4-propan-2-yloxolan-2-one
RefChem:147161
(3R,4R)-3-(3-chloro-4-hydroxybenzyl)-4-hydroxy-4-isopropyl-5-((Z)-4-methoxybenzylidene)dihydrofuran-2(3H)-one
CHEBI:200877

2D Structure

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2D Structure of Hydroxycyanobacterin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 + 0.5059 50.59%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8141 81.41%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8941 89.41%
OATP1B3 inhibitior + 0.8345 83.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9759 97.59%
P-glycoprotein inhibitior - 0.5246 52.46%
P-glycoprotein substrate - 0.8139 81.39%
CYP3A4 substrate + 0.6353 63.53%
CYP2C9 substrate - 0.5850 58.50%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.6877 68.77%
CYP2C9 inhibition - 0.5410 54.10%
CYP2C19 inhibition + 0.6003 60.03%
CYP2D6 inhibition - 0.8825 88.25%
CYP1A2 inhibition - 0.6703 67.03%
CYP2C8 inhibition + 0.4686 46.86%
CYP inhibitory promiscuity + 0.8959 89.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8115 81.15%
Carcinogenicity (trinary) Danger 0.6684 66.84%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.7832 78.32%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6582 65.82%
Micronuclear - 0.5026 50.26%
Hepatotoxicity - 0.5241 52.41%
skin sensitisation - 0.7217 72.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.4812 48.12%
Acute Oral Toxicity (c) III 0.5466 54.66%
Estrogen receptor binding + 0.8172 81.72%
Androgen receptor binding + 0.8814 88.14%
Thyroid receptor binding + 0.5823 58.23%
Glucocorticoid receptor binding + 0.7460 74.60%
Aromatase binding + 0.6089 60.89%
PPAR gamma + 0.7210 72.10%
Honey bee toxicity - 0.8653 86.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5021 50.21%
Fish aquatic toxicity + 1.0000 100.00%

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 99.75% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.53% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.45% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.90% 99.15%
CHEMBL4208 P20618 Proteasome component C5 95.66% 90.00%
CHEMBL2581 P07339 Cathepsin D 93.88% 98.95%
CHEMBL3492 P49721 Proteasome Macropain subunit 93.45% 90.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.23% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.15% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.58% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 90.20% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.07% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.79% 95.89%
CHEMBL5957 P21589 5'-nucleotidase 87.87% 97.78%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.87% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.77% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.38% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 85.31% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.30% 94.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.90% 92.29%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.87% 85.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.55% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.43% 97.14%
CHEMBL2535 P11166 Glucose transporter 81.36% 98.75%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.27% 96.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.42% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.07% 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.
There are no matching plants.

Cross-Links

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PubChem 139584169
LOTUS LTS0083507
wikiData Q77280467