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Cyclothiocurvularin B methyl ester

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 1f74bd00-ddb9-4c09-8551-dbf78c9296f0
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name methyl (3S,4R,7S,11S)-4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo[13.4.0.03,7]nonadeca-1(15),16,18-triene-4-carboxylate
SMILES (Canonical) CC1CCCC2C(C(=O)C3=C(CC(=O)O1)C=C(C=C3O)O)C(CS2)(C(=O)OC)O
SMILES (Isomeric) C[C@H]1CCC[C@H]2[C@H](C(=O)C3=C(CC(=O)O1)C=C(C=C3O)O)[C@](CS2)(C(=O)OC)O
InChI InChI=1S/C20H24O8S/c1-10-4-3-5-14-17(20(26,9-29-14)19(25)27-2)18(24)16-11(7-15(23)28-10)6-12(21)8-13(16)22/h6,8,10,14,17,21-22,26H,3-5,7,9H2,1-2H3/t10-,14-,17+,20+/m0/s1
InChI Key HAKAZKJHADHNAJ-RJXQIVMGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H24O8S
Molecular Weight 424.50 g/mol
Exact Mass 424.11918889 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.57
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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methyl (3S,4R,7S,11S)-4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo[13.4.0.03,7]nonadeca-1(15),16,18-triene-4-carboxylate
Methyl (3S,4R,7S,11S)-4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo(13.4.0.0,)nonadeca-1(19),15,17-triene-4-carboxylic acid
methyl (3S,4R,7S,11S)-4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo(13.4.0.03,7)nonadeca-1(15),16,18-triene-4-carboxylate
Methyl (3S,4R,7S,11S)-4,17,19-trihydroxy-11-methyl-2,13-dioxo-12-oxa-6-thiatricyclo[13.4.0.0,]nonadeca-1(19),15,17-triene-4-carboxylic acid
RefChem:130018
CHEMBL3940636
CHEBI:227761

2D Structure

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2D Structure of Cyclothiocurvularin B methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9233 92.33%
Caco-2 - 0.5176 51.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6557 65.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8510 85.10%
OATP1B3 inhibitior + 0.9213 92.13%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7630 76.30%
P-glycoprotein inhibitior - 0.6656 66.56%
P-glycoprotein substrate - 0.6841 68.41%
CYP3A4 substrate + 0.6599 65.99%
CYP2C9 substrate + 0.8165 81.65%
CYP2D6 substrate - 0.8722 87.22%
CYP3A4 inhibition - 0.5463 54.63%
CYP2C9 inhibition - 0.8318 83.18%
CYP2C19 inhibition - 0.7343 73.43%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.6411 64.11%
CYP2C8 inhibition + 0.5110 51.10%
CYP inhibitory promiscuity - 0.9203 92.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8864 88.64%
Skin irritation - 0.7518 75.18%
Skin corrosion - 0.9235 92.35%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4516 45.16%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.7354 73.54%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5386 53.86%
Acute Oral Toxicity (c) III 0.4504 45.04%
Estrogen receptor binding + 0.7774 77.74%
Androgen receptor binding + 0.8005 80.05%
Thyroid receptor binding - 0.5937 59.37%
Glucocorticoid receptor binding + 0.8775 87.75%
Aromatase binding + 0.6097 60.97%
PPAR gamma + 0.6411 64.11%
Honey bee toxicity - 0.8756 87.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9755 97.55%

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 99.40% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.22% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 93.18% 91.19%
CHEMBL2581 P07339 Cathepsin D 92.01% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.42% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.04% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.03% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.04% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.44% 96.09%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 87.35% 97.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.27% 95.56%
CHEMBL4208 P20618 Proteasome component C5 86.05% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.87% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.31% 92.62%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 84.43% 80.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.95% 85.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.76% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.37% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 81.81% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.64% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.48% 90.71%
CHEMBL217 P14416 Dopamine D2 receptor 80.95% 95.62%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.81% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.47% 95.89%

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 134146272
LOTUS LTS0142554
wikiData Q105108649