[(1R,2S,3R,4R,9R,10R,11R,14S)-2,3-diacetyloxy-8-(hydroxymethyl)-4,14,16,16-tetramethyl-13-oxo-15-oxatetracyclo[9.4.1.01,14.04,9]hexadec-7-en-10-yl] acetate

Details

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Internal ID b1ca38c0-80de-4ad1-a697-f3380b2b7cd7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2S,3R,4R,9R,10R,11R,14S)-2,3-diacetyloxy-8-(hydroxymethyl)-4,14,16,16-tetramethyl-13-oxo-15-oxatetracyclo[9.4.1.01,14.04,9]hexadec-7-en-10-yl] acetate
SMILES (Canonical) CC(=O)OC1C2CC(=O)C3(C(C2(C)C)(O3)C(C(C4(C1C(=CCC4)CO)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2CC(=O)[C@@]3([C@](C2(C)C)(O3)[C@H]([C@@H]([C@]4([C@H]1C(=CCC4)CO)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C26H36O9/c1-13(28)32-20-17-11-18(31)25(7)26(35-25,23(17,4)5)22(34-15(3)30)21(33-14(2)29)24(6)10-8-9-16(12-27)19(20)24/h9,17,19-22,27H,8,10-12H2,1-7H3/t17-,19-,20+,21-,22-,24+,25+,26-/m0/s1
InChI Key CTJYQMYAQQWELR-NGVUTHNNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O9
Molecular Weight 492.60 g/mol
Exact Mass 492.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4R,9R,10R,11R,14S)-2,3-diacetyloxy-8-(hydroxymethyl)-4,14,16,16-tetramethyl-13-oxo-15-oxatetracyclo[9.4.1.01,14.04,9]hexadec-7-en-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9588 95.88%
Caco-2 - 0.5913 59.13%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8026 80.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior + 0.8922 89.22%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8205 82.05%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate - 0.7976 79.76%
CYP3A4 substrate + 0.6243 62.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8563 85.63%
CYP3A4 inhibition - 0.7810 78.10%
CYP2C9 inhibition - 0.6334 63.34%
CYP2C19 inhibition - 0.8207 82.07%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.6634 66.34%
CYP2C8 inhibition - 0.6187 61.87%
CYP inhibitory promiscuity - 0.8895 88.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6515 65.15%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.5731 57.31%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4081 40.81%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5580 55.80%
skin sensitisation - 0.8122 81.22%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5576 55.76%
Acute Oral Toxicity (c) III 0.5940 59.40%
Estrogen receptor binding + 0.7959 79.59%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding + 0.5431 54.31%
Glucocorticoid receptor binding + 0.7749 77.49%
Aromatase binding + 0.6747 67.47%
PPAR gamma + 0.7054 70.54%
Honey bee toxicity - 0.8443 84.43%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9881 98.81%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.74% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.69% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.58% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.48% 85.14%
CHEMBL2581 P07339 Cathepsin D 87.62% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.28% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.82% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 82.45% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.37% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.92% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.90% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.72% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.66% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.44% 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 canadensis

Cross-Links

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PubChem 11156117
LOTUS LTS0006094
wikiData Q104969837