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

Details

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Internal ID 19dc4916-8194-4b95-b7ea-1f5501677d4c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (9-acetyloxy-7-ethenyl-2,4,8a-trihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-3-yl) benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3=O)(C)C=C)O)C)O)OC(=O)C4=CC=CC=C4)O)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3=O)(C)C=C)O)C)O)OC(=O)C4=CC=CC=C4)O)(C)C
InChI InChI=1S/C29H36O9/c1-7-27(5)14-17(31)21-28(6)18(13-19(37-15(2)30)29(21,36)25(27)35)26(3,4)22(32)20(23(28)33)38-24(34)16-11-9-8-10-12-16/h7-12,18-23,32-33,36H,1,13-14H2,2-6H3
InChI Key HJGHLDCCNKXCAO-UHFFFAOYSA-N
Popularity 0 references 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 (9-Acetyloxy-7-ethenyl-2,4,8a-trihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-3-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 + 0.9671 96.71%
Caco-2 - 0.7958 79.58%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6693 66.93%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8593 85.93%
OATP1B3 inhibitior + 0.8471 84.71%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8490 84.90%
P-glycoprotein inhibitior + 0.6416 64.16%
P-glycoprotein substrate - 0.7009 70.09%
CYP3A4 substrate + 0.6641 66.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition + 0.6316 63.16%
CYP2C9 inhibition - 0.8026 80.26%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.7521 75.21%
CYP2C8 inhibition + 0.6245 62.45%
CYP inhibitory promiscuity - 0.8753 87.53%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.6049 60.49%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.6577 65.77%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3697 36.97%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.6675 66.75%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4792 47.92%
Acute Oral Toxicity (c) III 0.6515 65.15%
Estrogen receptor binding + 0.7648 76.48%
Androgen receptor binding + 0.6622 66.22%
Thyroid receptor binding + 0.6035 60.35%
Glucocorticoid receptor binding + 0.6660 66.60%
Aromatase binding + 0.6350 63.50%
PPAR gamma + 0.6320 63.20%
Honey bee toxicity - 0.6813 68.13%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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 99.24% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.86% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.70% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.33% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.55% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.37% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.01% 99.23%
CHEMBL5028 O14672 ADAM10 86.49% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.74% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.28% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.39% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.15% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.30% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.19% 97.09%

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

Cross-Links

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PubChem 72758950
LOTUS LTS0228238
wikiData Q105029232