(5alpha,8alpha,9R,10beta)-15-Oxocleroda-3,13-diene-16,17-dioic acid

Details

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Internal ID 1654cad2-0f7f-4a30-9690-944fe90fef63
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name (1R,2R,4aR,8aR)-1-[(Z)-3-carboxy-5-oxopent-3-enyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
SMILES (Canonical) CC1=CCCC2C1(CCC(C2(C)CCC(=CC=O)C(=O)O)C(=O)O)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1(CC[C@H]([C@]2(C)CC/C(=C/C=O)/C(=O)O)C(=O)O)C
InChI InChI=1S/C20H28O5/c1-13-5-4-6-16-19(13,2)11-8-15(18(24)25)20(16,3)10-7-14(9-12-21)17(22)23/h5,9,12,15-16H,4,6-8,10-11H2,1-3H3,(H,22,23)(H,24,25)/b14-9-/t15-,16-,19-,20-/m0/s1
InChI Key MZUWQYKAWILNGT-RSIBKCHXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 91.70 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.84
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5alpha,8alpha,9R,10beta)-15-Oxocleroda-3,13-diene-16,17-dioic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9805 98.05%
Caco-2 + 0.6292 62.92%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7474 74.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8633 86.33%
OATP1B3 inhibitior - 0.3313 33.13%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.7107 71.07%
P-glycoprotein inhibitior - 0.6486 64.86%
P-glycoprotein substrate - 0.8260 82.60%
CYP3A4 substrate + 0.5912 59.12%
CYP2C9 substrate - 0.7859 78.59%
CYP2D6 substrate - 0.9118 91.18%
CYP3A4 inhibition - 0.8096 80.96%
CYP2C9 inhibition - 0.9115 91.15%
CYP2C19 inhibition - 0.9230 92.30%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition - 0.6084 60.84%
CYP inhibitory promiscuity - 0.8236 82.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6805 68.05%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.6285 62.85%
Skin corrosion - 0.9795 97.95%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7558 75.58%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5547 55.47%
skin sensitisation + 0.8083 80.83%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6855 68.55%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7620 76.20%
Acute Oral Toxicity (c) III 0.6484 64.84%
Estrogen receptor binding + 0.7411 74.11%
Androgen receptor binding + 0.6567 65.67%
Thyroid receptor binding + 0.5557 55.57%
Glucocorticoid receptor binding + 0.6395 63.95%
Aromatase binding + 0.5979 59.79%
PPAR gamma - 0.4904 49.04%
Honey bee toxicity - 0.9393 93.93%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7700 77.00%
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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.54% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.40% 96.09%
CHEMBL4208 P20618 Proteasome component C5 87.68% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.65% 94.45%
CHEMBL5028 O14672 ADAM10 83.44% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.54% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.11% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.58% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.42% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.97% 93.00%

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.
Diplostephium floribundum

Cross-Links

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PubChem 101618877
LOTUS LTS0044301
wikiData Q105176078