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O-Demethylhydroxychlorothricin

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 4f555c0d-5bdf-45d9-95f8-0ef3c370a622
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3R,6R,7Z,13R,16S,17S,21R,22R)-17-[(2R,4R,5S,6R)-5-[(2S,4R,5R,6R)-4-(3-chloro-6-hydroxy-2-methylbenzoyl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-28-hydroxy-3,22-dimethyl-23,26-dioxo-24,27-dioxapentacyclo[23.2.1.01,6.013,22.016,21]octacosa-4,7,14,25(28)-tetraene-4-carboxylic acid
SMILES (Canonical) CC1CC23C(C=CCCCCC4C=CC5C(C4(C(=O)OC(=C2O)C(=O)O3)C)CCCC5OC6C(C(C(C(O6)C)OC7CC(C(C(O7)C)O)OC(=O)C8=C(C=CC(=C8C)Cl)O)O)O)C=C1C(=O)O
SMILES (Isomeric) C[C@@H]1CC23[C@H](/C=C\CCCC[C@@H]4C=C[C@H]5[C@H]([C@@]4(C(=O)OC(=C2O)C(=O)O3)C)CCC[C@@H]5O[C@H]6C([C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)OC(=O)C8=C(C=CC(=C8C)Cl)O)O)O)C=C1C(=O)O
InChI InChI=1S/C49H61ClO17/c1-22-21-49-27(19-29(22)43(56)57)12-9-7-6-8-11-26-15-16-28-30(48(26,5)47(60)66-41(42(49)55)45(59)67-49)13-10-14-33(28)64-46-39(54)38(53)40(25(4)62-46)65-35-20-34(37(52)24(3)61-35)63-44(58)36-23(2)31(50)17-18-32(36)51/h9,12,15-19,22,24-28,30,33-35,37-40,46,51-55H,6-8,10-11,13-14,20-21H2,1-5H3,(H,56,57)/b12-9-/t22-,24-,25-,26-,27-,28+,30-,33+,34-,35+,37-,38-,39?,40-,46+,48-,49?/m1/s1
InChI Key SYLYEYLFHIICFD-QYKOQQNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C49H61ClO17
Molecular Weight 957.40 g/mol
Exact Mass 956.3597282 g/mol
Topological Polar Surface Area (TPSA) 254.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 5.63
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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O-Demethylhydroxychlorothricin
MC 032
134615-17-1
Chlorothricin, 6C-O-demethyl-2A-hydroxy-

2D Structure

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2D Structure of O-Demethylhydroxychlorothricin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9834 98.34%
Caco-2 - 0.8648 86.48%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8468 84.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7974 79.74%
OATP1B3 inhibitior - 0.3388 33.88%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.9637 96.37%
P-glycoprotein inhibitior + 0.7493 74.93%
P-glycoprotein substrate + 0.7426 74.26%
CYP3A4 substrate + 0.7561 75.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8740 87.40%
CYP3A4 inhibition - 0.9421 94.21%
CYP2C9 inhibition - 0.6887 68.87%
CYP2C19 inhibition - 0.7072 70.72%
CYP2D6 inhibition - 0.8681 86.81%
CYP1A2 inhibition + 0.5123 51.23%
CYP2C8 inhibition + 0.8231 82.31%
CYP inhibitory promiscuity - 0.8248 82.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Danger 0.5352 53.52%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.6331 63.31%
Skin corrosion - 0.9112 91.12%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6869 68.69%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7164 71.64%
Acute Oral Toxicity (c) III 0.3051 30.51%
Estrogen receptor binding + 0.8370 83.70%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding + 0.5882 58.82%
Glucocorticoid receptor binding + 0.7342 73.42%
Aromatase binding + 0.5542 55.42%
PPAR gamma + 0.7846 78.46%
Honey bee toxicity - 0.6511 65.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5651 56.51%
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 99.08% 91.11%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 97.08% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.85% 86.33%
CHEMBL4208 P20618 Proteasome component C5 92.45% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.39% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.36% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.36% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.60% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 88.51% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.32% 95.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 88.30% 97.53%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.24% 97.14%
CHEMBL2581 P07339 Cathepsin D 86.54% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.58% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 85.19% 96.37%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.08% 93.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.95% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.34% 97.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.74% 93.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.68% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.05% 94.00%

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 54717179
LOTUS LTS0126005
wikiData Q105263644