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[(1R,3R,4R,5R,7R,10S,11R,12R,14S)-11,12-diacetyloxy-1,7-dihydroxy-10,14,17-trimethyl-6-methylidene-16-oxatetracyclo[11.3.1.03,14.05,10]heptadec-13(17)-en-4-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID eaeb3aed-3d5f-4a10-82e1-c529786ea2e6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,3R,4R,5R,7R,10S,11R,12R,14S)-11,12-diacetyloxy-1,7-dihydroxy-10,14,17-trimethyl-6-methylidene-16-oxatetracyclo[11.3.1.03,14.05,10]heptadec-13(17)-en-4-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C4C2(COC1(C4)O)C)OC(=O)C)O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@]3(CC[C@H](C(=C)[C@H]3[C@@H]([C@H]4[C@@]2(CO[C@@]1(C4)O)C)OC(=O)C)O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C26H36O9/c1-12-18(30)8-9-24(6)19(12)21(33-14(3)27)17-10-26(31)13(2)20(25(17,7)11-32-26)22(34-15(4)28)23(24)35-16(5)29/h17-19,21-23,30-31H,1,8-11H2,2-7H3/t17-,18+,19-,21+,22+,23-,24-,25-,26+/m0/s1
InChI Key OFABTNFZWMLARJ-QWHACPTKSA-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 0.50
Atomic LogP (AlogP) 2.19
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 [(1R,3R,4R,5R,7R,10S,11R,12R,14S)-11,12-diacetyloxy-1,7-dihydroxy-10,14,17-trimethyl-6-methylidene-16-oxatetracyclo[11.3.1.03,14.05,10]heptadec-13(17)-en-4-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 + 0.9727 97.27%
Caco-2 - 0.6385 63.85%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8381 83.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8946 89.46%
OATP1B3 inhibitior + 0.9422 94.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6340 63.40%
BSEP inhibitior - 0.6572 65.72%
P-glycoprotein inhibitior + 0.6857 68.57%
P-glycoprotein substrate - 0.6566 65.66%
CYP3A4 substrate + 0.6958 69.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.5666 56.66%
CYP2C9 inhibition - 0.8705 87.05%
CYP2C19 inhibition - 0.9257 92.57%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.7784 77.84%
CYP2C8 inhibition + 0.5096 50.96%
CYP inhibitory promiscuity - 0.9504 95.04%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6468 64.68%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8927 89.27%
Skin irritation + 0.4933 49.33%
Skin corrosion - 0.9269 92.69%
Ames mutagenesis - 0.6828 68.28%
Human Ether-a-go-go-Related Gene inhibition - 0.6006 60.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5144 51.44%
skin sensitisation - 0.8276 82.76%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5561 55.61%
Acute Oral Toxicity (c) III 0.5505 55.05%
Estrogen receptor binding + 0.7709 77.09%
Androgen receptor binding + 0.6657 66.57%
Thyroid receptor binding - 0.5106 51.06%
Glucocorticoid receptor binding + 0.7184 71.84%
Aromatase binding + 0.6117 61.17%
PPAR gamma + 0.6212 62.12%
Honey bee toxicity - 0.7176 71.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.81% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.44% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.19% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.57% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.30% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.27% 95.50%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.44% 97.47%
CHEMBL221 P23219 Cyclooxygenase-1 87.36% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.21% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 86.37% 91.49%
CHEMBL2581 P07339 Cathepsin D 86.08% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.39% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.77% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.30% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 82.13% 92.50%
CHEMBL1871 P10275 Androgen Receptor 81.45% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.16% 97.09%
CHEMBL5028 O14672 ADAM10 81.04% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.79% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.54% 82.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.27% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.18% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.13% 94.00%

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 cuspidata

Cross-Links

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PubChem 162875521
LOTUS LTS0115571
wikiData Q105190748