[(1S,2S,3R,4S,7R,9S,10S,11R)-4-acetyloxy-9,11-dihydroxy-10,13,16,16-tetramethyl-18-oxo-6,17-dioxapentacyclo[9.4.3.01,12.03,10.04,7]octadec-12-en-2-yl] benzoate

Details

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Internal ID 0e0780bc-5dca-4e36-a4b2-f3df07072466
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
IUPAC Name [(1S,2S,3R,4S,7R,9S,10S,11R)-4-acetyloxy-9,11-dihydroxy-10,13,16,16-tetramethyl-18-oxo-6,17-dioxapentacyclo[9.4.3.01,12.03,10.04,7]octadec-12-en-2-yl] benzoate
SMILES (Canonical) CC1=C2C3(CC1)C(C4C(C2(C(=O)OC3(C)C)O)(C(CC5C4(CO5)OC(=O)C)O)C)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) CC1=C2[C@@]3(CC1)[C@H]([C@H]4[C@]([C@]2(C(=O)OC3(C)C)O)([C@H](C[C@@H]5[C@]4(CO5)OC(=O)C)O)C)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C29H34O9/c1-15-11-12-27-20(15)29(34,24(33)38-25(27,3)4)26(5)18(31)13-19-28(14-35-19,37-16(2)30)21(26)22(27)36-23(32)17-9-7-6-8-10-17/h6-10,18-19,21-22,31,34H,11-14H2,1-5H3/t18-,19+,21-,22-,26+,27-,28-,29-/m0/s1
InChI Key SVGLRYYOFWEEMV-MTDVPKQISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O9
Molecular Weight 526.60 g/mol
Exact Mass 526.22028266 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.48
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,4S,7R,9S,10S,11R)-4-acetyloxy-9,11-dihydroxy-10,13,16,16-tetramethyl-18-oxo-6,17-dioxapentacyclo[9.4.3.01,12.03,10.04,7]octadec-12-en-2-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 + 0.9277 92.77%
Caco-2 - 0.6638 66.38%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7976 79.76%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.9388 93.88%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7346 73.46%
P-glycoprotein inhibitior + 0.7191 71.91%
P-glycoprotein substrate + 0.6148 61.48%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition - 0.5935 59.35%
CYP2C9 inhibition - 0.7843 78.43%
CYP2C19 inhibition - 0.8748 87.48%
CYP2D6 inhibition - 0.8779 87.79%
CYP1A2 inhibition - 0.7543 75.43%
CYP2C8 inhibition + 0.8235 82.35%
CYP inhibitory promiscuity - 0.8699 86.99%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4540 45.40%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.5555 55.55%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8238 82.38%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5324 53.24%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6354 63.54%
Acute Oral Toxicity (c) III 0.5705 57.05%
Estrogen receptor binding + 0.7945 79.45%
Androgen receptor binding + 0.7620 76.20%
Thyroid receptor binding + 0.6022 60.22%
Glucocorticoid receptor binding + 0.7021 70.21%
Aromatase binding + 0.6952 69.52%
PPAR gamma + 0.6289 62.89%
Honey bee toxicity - 0.7906 79.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9830 98.30%

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 98.76% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.50% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.97% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.78% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 89.73% 91.49%
CHEMBL5028 O14672 ADAM10 89.00% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 88.93% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.81% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.06% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.04% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.84% 97.09%
CHEMBL4208 P20618 Proteasome component C5 84.33% 90.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.11% 83.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.45% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.45% 95.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.64% 89.44%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.61% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.35% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.93% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.32% 100.00%

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.
Taxus wallichiana

Cross-Links

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PubChem 21457510
LOTUS LTS0056264
wikiData Q105261959