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Thiopleurotinic acid A

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 1afbe9b2-dd7b-4194-b209-1ba8c6c45057
Taxonomy Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
IUPAC Name (1R,2S,5R,6S,14S,17S,18S)-10-[(2R)-2-carboxy-2-hydroxyethyl]sulfanyl-17-methyl-9,12-dioxo-15-oxapentacyclo[12.6.0.01,6.02,18.08,13]icosa-8(13),10-diene-5-carboxylic acid
SMILES (Canonical) CC1COC2C3=C(CC4C25CCC1C5CCC4C(=O)O)C(=O)C(=CC3=O)SCC(C(=O)O)O
SMILES (Isomeric) C[C@@H]1CO[C@@H]2C3=C(C[C@@H]4[C@]25CC[C@H]1[C@@H]5CC[C@H]4C(=O)O)C(=O)C(=CC3=O)SC[C@@H](C(=O)O)O
InChI InChI=1S/C24H28O8S/c1-10-8-32-21-19-13(20(27)18(7-16(19)25)33-9-17(26)23(30)31)6-15-12(22(28)29)2-3-14-11(10)4-5-24(14,15)21/h7,10-12,14-15,17,21,26H,2-6,8-9H2,1H3,(H,28,29)(H,30,31)/t10-,11-,12-,14+,15+,17+,21-,24-/m1/s1
InChI Key ZYWRLWVXTBIPBQ-KMDSAUACSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H28O8S
Molecular Weight 476.50 g/mol
Exact Mass 476.15048902 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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Thiopleurotinate a
(1R,2S,5R,6S,14S,17S,18S)-10-(((2R)-2-carboxy-2-hydroxyethyl)sulfanyl)-17-methyl-9,12-dioxo-15-oxapentacyclo(12.6.0.0,.0,.0,)icosa-8(13),10-diene-5-carboxylate
(1R,2S,5R,6S,14S,17S,18S)-10-(((2R)-2-carboxy-2-hydroxyethyl)sulphanyl)-17-methyl-9,12-dioxo-15-oxapentacyclo(12.6.0.0,.0,.0,)icosa-8(13),10-diene-5-carboxylate
(1R,2S,5R,6S,14S,17S,18S)-10-(((2R)-2-carboxy-2-hydroxyethyl)sulphanyl)-17-methyl-9,12-dioxo-15-oxapentacyclo(12.6.0.0,.0,.0,)icosa-8(13),10-diene-5-carboxylic acid
(1R,2S,5R,6S,14S,17S,18S)-10-((2R)-2-carboxy-2-hydroxyethyl)sulfanyl-17-methyl-9,12-dioxo-15-oxapentacyclo(12.6.0.01,6.02,18.08,13)icosa-8(13),10-diene-5-carboxylic acid
(1R,2S,5R,6S,14S,17S,18S)-10-[(2R)-2-carboxy-2-hydroxyethyl]sulfanyl-17-methyl-9,12-dioxo-15-oxapentacyclo[12.6.0.01,6.02,18.08,13]icosa-8(13),10-diene-5-carboxylic acid
(1R,2S,5R,6S,14S,17S,18S)-10-{[(2R)-2-carboxy-2-hydroxyethyl]sulfanyl}-17-methyl-9,12-dioxo-15-oxapentacyclo[12.6.0.0,.0,.0,]icosa-8(13),10-diene-5-carboxylate
(1R,2S,5R,6S,14S,17S,18S)-10-{[(2R)-2-carboxy-2-hydroxyethyl]sulphanyl}-17-methyl-9,12-dioxo-15-oxapentacyclo[12.6.0.0,.0,.0,]icosa-8(13),10-diene-5-carboxylate
(1R,2S,5R,6S,14S,17S,18S)-10-{[(2R)-2-carboxy-2-hydroxyethyl]sulphanyl}-17-methyl-9,12-dioxo-15-oxapentacyclo[12.6.0.0,.0,.0,]icosa-8(13),10-diene-5-carboxylic acid
RefChem:189628
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Thiopleurotinic acid A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9162 91.62%
Caco-2 - 0.7572 75.72%
Blood Brain Barrier + 0.5786 57.86%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7607 76.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8607 86.07%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6434 64.34%
BSEP inhibitior - 0.6918 69.18%
P-glycoprotein inhibitior - 0.5648 56.48%
P-glycoprotein substrate + 0.5408 54.08%
CYP3A4 substrate + 0.6978 69.78%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition - 0.8519 85.19%
CYP2C9 inhibition - 0.8268 82.68%
CYP2C19 inhibition - 0.6347 63.47%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.8158 81.58%
CYP2C8 inhibition + 0.5288 52.88%
CYP inhibitory promiscuity - 0.9445 94.45%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.5662 56.62%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5538 55.38%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5696 56.96%
skin sensitisation - 0.8812 88.12%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8460 84.60%
Acute Oral Toxicity (c) III 0.4476 44.76%
Estrogen receptor binding + 0.8934 89.34%
Androgen receptor binding + 0.8192 81.92%
Thyroid receptor binding - 0.5528 55.28%
Glucocorticoid receptor binding + 0.7429 74.29%
Aromatase binding + 0.5759 57.59%
PPAR gamma + 0.6691 66.91%
Honey bee toxicity - 0.6683 66.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL2581 P07339 Cathepsin D 98.43% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.94% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.34% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.60% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.31% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.71% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.07% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 88.20% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.13% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.09% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.84% 97.14%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.75% 97.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.62% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.49% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.49% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL5028 O14672 ADAM10 80.94% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.60% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.22% 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.
There are no matching plants.

Cross-Links

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PubChem 139589892
LOTUS LTS0199991
wikiData Q105386491