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Chaetopenoid C

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 027f0a8f-7849-47e2-ac1a-cf6c10bff378
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 2-[(2R,7S,8R,8aR)-2-hydroxy-7-[(2E,4E,6S)-6-(hydroxymethyl)octa-2,4-dienoyl]oxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1H-naphthalen-2-yl]prop-2-enoic acid
SMILES (Canonical) CCC(CO)C=CC=CC(=O)OC1C=CC2=CC(=O)C(CC2(C1C)C)(C(=C)C(=O)O)O
SMILES (Isomeric) CC[C@H](CO)/C=C/C=C/C(=O)O[C@H]1C=CC2=CC(=O)[C@@](C[C@@]2([C@H]1C)C)(C(=C)C(=O)O)O
InChI InChI=1S/C24H30O7/c1-5-17(13-25)8-6-7-9-21(27)31-19-11-10-18-12-20(26)24(30,16(3)22(28)29)14-23(18,4)15(19)2/h6-12,15,17,19,25,30H,3,5,13-14H2,1-2,4H3,(H,28,29)/b8-6+,9-7+/t15-,17-,19-,23+,24+/m0/s1
InChI Key KHPKOLUDHGTNRD-SVNIFQBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O7
Molecular Weight 430.50 g/mol
Exact Mass 430.19915329 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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2-[(2R,7S,8R,8aR)-2-hydroxy-7-[(2E,4E,6S)-6-(hydroxymethyl)octa-2,4-dienoyl]oxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1H-naphthalen-2-yl]prop-2-enoic acid
2-((2R,7S,8R,8aR)-2-hydroxy-7-((2E,4E,6S)-6-(hydroxymethyl)octa-2,4-dienoyl)oxy-8,8a-dimethyl-3-oxo-7,8-dihydro-1H-naphthalen-2-yl)prop-2-enoic acid
RefChem:124941
CHEBI:209998

2D Structure

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2D Structure of Chaetopenoid C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9818 98.18%
Caco-2 - 0.7648 76.48%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6863 68.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9093 90.93%
BSEP inhibitior + 0.8499 84.99%
P-glycoprotein inhibitior - 0.4873 48.73%
P-glycoprotein substrate + 0.5538 55.38%
CYP3A4 substrate + 0.6589 65.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9207 92.07%
CYP3A4 inhibition - 0.5692 56.92%
CYP2C9 inhibition - 0.8374 83.74%
CYP2C19 inhibition - 0.8587 85.87%
CYP2D6 inhibition - 0.8980 89.80%
CYP1A2 inhibition - 0.8593 85.93%
CYP2C8 inhibition - 0.5613 56.13%
CYP inhibitory promiscuity - 0.8068 80.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9811 98.11%
Carcinogenicity (trinary) Non-required 0.7024 70.24%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.5587 55.87%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5054 50.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6684 66.84%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5446 54.46%
skin sensitisation - 0.8258 82.58%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9013 90.13%
Acute Oral Toxicity (c) III 0.6429 64.29%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.6448 64.48%
Thyroid receptor binding + 0.6246 62.46%
Glucocorticoid receptor binding + 0.7915 79.15%
Aromatase binding + 0.6382 63.82%
PPAR gamma + 0.7414 74.14%
Honey bee toxicity - 0.8027 80.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9864 98.64%

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 98.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.82% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.55% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.03% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.67% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.53% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 86.84% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.71% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.63% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.57% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.97% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139588236
LOTUS LTS0149295
wikiData Q105141277