[(1S,3R,6S,8R,9S,11R,12S,14S)-3,14-diacetyloxy-9,12-dihydroxy-1,5,16,16-tetramethyl-2-oxo-6-tricyclo[9.3.1.14,8]hexadec-4-enyl] acetate

Details

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Internal ID 5c39e5ad-7e75-481f-842e-54541225a489
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1S,3R,6S,8R,9S,11R,12S,14S)-3,14-diacetyloxy-9,12-dihydroxy-1,5,16,16-tetramethyl-2-oxo-6-tricyclo[9.3.1.14,8]hexadec-4-enyl] acetate
SMILES (Canonical) CC1=C2C(C(=O)C3(CC(CC(C(C2(C)C)CC1OC(=O)C)O)C(CC3OC(=O)C)O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H](C(=O)[C@]3(C[C@H](C[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)O)[C@H](C[C@@H]3OC(=O)C)O)C)OC(=O)C
InChI InChI=1S/C26H38O9/c1-12-20(33-13(2)27)9-17-19(31)8-16-11-26(7,21(10-18(16)30)34-14(3)28)24(32)23(35-15(4)29)22(12)25(17,5)6/h16-21,23,30-31H,8-11H2,1-7H3/t16-,17-,18-,19-,20-,21-,23+,26-/m0/s1
InChI Key BGSQOZCYBNXKPC-LOUQYAPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O9
Molecular Weight 494.60 g/mol
Exact Mass 494.25158279 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.25
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,3R,6S,8R,9S,11R,12S,14S)-3,14-diacetyloxy-9,12-dihydroxy-1,5,16,16-tetramethyl-2-oxo-6-tricyclo[9.3.1.14,8]hexadec-4-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.6360 63.60%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8151 81.51%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8578 85.78%
OATP1B3 inhibitior - 0.2197 21.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6314 63.14%
P-glycoprotein inhibitior + 0.6618 66.18%
P-glycoprotein substrate - 0.6563 65.63%
CYP3A4 substrate + 0.6805 68.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.6545 65.45%
CYP2C9 inhibition - 0.8649 86.49%
CYP2C19 inhibition - 0.8716 87.16%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8527 85.27%
CYP2C8 inhibition - 0.6308 63.08%
CYP inhibitory promiscuity - 0.9240 92.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9643 96.43%
Carcinogenicity (trinary) Non-required 0.5706 57.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9113 91.13%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6894 68.94%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5823 58.23%
skin sensitisation - 0.6524 65.24%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6631 66.31%
Acute Oral Toxicity (c) I 0.4514 45.14%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding + 0.6243 62.43%
Thyroid receptor binding - 0.5404 54.04%
Glucocorticoid receptor binding + 0.7612 76.12%
Aromatase binding + 0.6000 60.00%
PPAR gamma + 0.6066 60.66%
Honey bee toxicity - 0.6301 63.01%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9959 99.59%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.96% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.59% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.47% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.85% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.27% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.78% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.14% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 83.50% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.38% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.30% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.41% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.87% 99.23%

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 163022493
LOTUS LTS0249123
wikiData Q104935716