2-[(1S,4S,8S,9S,13R)-4,8-dimethyl-5,12-dioxo-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]acetic acid

Details

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Internal ID 18e1cb26-58c8-4e0d-9dda-c202147ea8f5
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name 2-[(1S,4S,8S,9S,13R)-4,8-dimethyl-5,12-dioxo-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]acetic acid
SMILES (Canonical) CC12CCC(=O)C1(CCC34C2CCC(=O)C3(C4)CC(=O)O)C
SMILES (Isomeric) C[C@@]12CCC(=O)[C@]1(CC[C@]34[C@H]2CCC(=O)[C@]3(C4)CC(=O)O)C
InChI InChI=1S/C18H24O4/c1-15-6-5-12(19)16(15,2)7-8-17-10-18(17,9-14(21)22)13(20)4-3-11(15)17/h11H,3-10H2,1-2H3,(H,21,22)/t11-,15-,16+,17-,18+/m0/s1
InChI Key DYBBZRYFSCINDM-OQGBHLKSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H24O4
Molecular Weight 304.40 g/mol
Exact Mass 304.16745924 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,4S,8S,9S,13R)-4,8-dimethyl-5,12-dioxo-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9782 97.82%
Caco-2 + 0.8202 82.02%
Blood Brain Barrier - 0.5920 59.20%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.7457 74.57%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.9023 90.23%
OATP1B3 inhibitior + 0.9657 96.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8057 80.57%
P-glycoprotein inhibitior - 0.8839 88.39%
P-glycoprotein substrate - 0.8500 85.00%
CYP3A4 substrate + 0.5421 54.21%
CYP2C9 substrate + 0.5856 58.56%
CYP2D6 substrate - 0.8540 85.40%
CYP3A4 inhibition - 0.8406 84.06%
CYP2C9 inhibition - 0.9152 91.52%
CYP2C19 inhibition - 0.9564 95.64%
CYP2D6 inhibition - 0.9576 95.76%
CYP1A2 inhibition - 0.9058 90.58%
CYP2C8 inhibition - 0.7285 72.85%
CYP inhibitory promiscuity - 0.9678 96.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7215 72.15%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.7670 76.70%
Skin irritation + 0.6401 64.01%
Skin corrosion - 0.8880 88.80%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5204 52.04%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8449 84.49%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7644 76.44%
Acute Oral Toxicity (c) III 0.6757 67.57%
Estrogen receptor binding + 0.7493 74.93%
Androgen receptor binding + 0.7154 71.54%
Thyroid receptor binding + 0.5230 52.30%
Glucocorticoid receptor binding + 0.7002 70.02%
Aromatase binding + 0.5826 58.26%
PPAR gamma + 0.5213 52.13%
Honey bee toxicity - 0.9628 96.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9886 98.86%

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
CHEMBL221 P23219 Cyclooxygenase-1 96.71% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.75% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.79% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.16% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.91% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.77% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.29% 95.56%

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.
Aglaia rubiginosa

Cross-Links

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PubChem 10828351
LOTUS LTS0273155
wikiData Q104991300