(3-Acetyloxy-7-ethenyl-2,8a,9-trihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate

Details

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Internal ID e2cdc0d8-7600-4e6e-8877-2769758d31a9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (3-acetyloxy-7-ethenyl-2,8a,9-trihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate
SMILES (Canonical) CC(=O)OC1C(C(C2CC(C3(C(C2(C1OC(=O)C4=CC=CC=C4)C)C(=O)CC(C3=O)(C)C=C)O)O)(C)C)O
SMILES (Isomeric) CC(=O)OC1C(C(C2CC(C3(C(C2(C1OC(=O)C4=CC=CC=C4)C)C(=O)CC(C3=O)(C)C=C)O)O)(C)C)O
InChI InChI=1S/C29H36O9/c1-7-27(5)14-17(31)21-28(6)18(13-19(32)29(21,36)25(27)35)26(3,4)22(33)20(37-15(2)30)23(28)38-24(34)16-11-9-8-10-12-16/h7-12,18-23,32-33,36H,1,13-14H2,2-6H3
InChI Key JUOHHHMQFLSSHX-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.01
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3-Acetyloxy-7-ethenyl-2,8a,9-trihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl) benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.7809 78.09%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6899 68.99%
OATP2B1 inhibitior - 0.8545 85.45%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8578 85.78%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9099 90.99%
P-glycoprotein inhibitior + 0.6758 67.58%
P-glycoprotein substrate - 0.6782 67.82%
CYP3A4 substrate + 0.6641 66.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition + 0.5986 59.86%
CYP2C9 inhibition - 0.8744 87.44%
CYP2C19 inhibition - 0.8367 83.67%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.7153 71.53%
CYP2C8 inhibition + 0.6120 61.20%
CYP inhibitory promiscuity - 0.9605 96.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.5910 59.10%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.6323 63.23%
Skin corrosion - 0.9113 91.13%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7178 71.78%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.6694 66.94%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5073 50.73%
Acute Oral Toxicity (c) III 0.6083 60.83%
Estrogen receptor binding + 0.6719 67.19%
Androgen receptor binding + 0.6847 68.47%
Thyroid receptor binding + 0.5756 57.56%
Glucocorticoid receptor binding + 0.6706 67.06%
Aromatase binding + 0.6458 64.58%
PPAR gamma + 0.5440 54.40%
Honey bee toxicity - 0.6349 63.49%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL1951 P21397 Monoamine oxidase A 99.14% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.57% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.84% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 93.55% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.64% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.74% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 90.26% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.47% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.45% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.84% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.06% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.18% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.90% 93.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.64% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.55% 96.95%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.30% 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.
Orthosiphon aristatus
Orthosiphon aristatus var. aristatus

Cross-Links

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PubChem 162875931
LOTUS LTS0275531
wikiData Q105135339