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[(4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,10-diacetyloxy-6,8-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2-oxo-1,4,5,6,7,8,9a,10-octahydrobenzo[g]azulen-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 acc5e322-6e87-4416-a53e-f983b9e30c18
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,10-diacetyloxy-6,8-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2-oxo-1,4,5,6,7,8,9a,10-octahydrobenzo[g]azulen-4-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1=O)C(C)(C)O)OC(=O)C)O)O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(CC1=O)C(C)(C)O)OC(=O)C)O)O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C26H36O10/c1-11-16(30)9-18(32)25(8)20(11)22(35-14(4)28)26(24(6,7)33)10-17(31)12(2)19(26)21(34-13(3)27)23(25)36-15(5)29/h16,18,20-23,30,32-33H,1,9-10H2,2-8H3/t16-,18-,20-,21+,22-,23-,25+,26-/m0/s1
InChI Key YBKLIOKMYMZPJB-MDWMNUHPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O10
Molecular Weight 508.60 g/mol
Exact Mass 508.23084734 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 1.15
H-Bond Acceptor 10
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 [(4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,10-diacetyloxy-6,8-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2-oxo-1,4,5,6,7,8,9a,10-octahydrobenzo[g]azulen-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 + 0.9836 98.36%
Caco-2 - 0.6781 67.81%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6857 68.57%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8879 88.79%
OATP1B3 inhibitior + 0.8750 87.50%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4576 45.76%
P-glycoprotein inhibitior + 0.6634 66.34%
P-glycoprotein substrate - 0.5581 55.81%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.7644 76.44%
CYP2C9 inhibition - 0.7796 77.96%
CYP2C19 inhibition - 0.8608 86.08%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.8702 87.02%
CYP2C8 inhibition - 0.5976 59.76%
CYP inhibitory promiscuity - 0.9422 94.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6112 61.12%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.8397 83.97%
Skin irritation - 0.5509 55.09%
Skin corrosion - 0.9124 91.24%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5127 51.27%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5584 55.84%
skin sensitisation - 0.6303 63.03%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7597 75.97%
Acute Oral Toxicity (c) III 0.3940 39.40%
Estrogen receptor binding + 0.7288 72.88%
Androgen receptor binding + 0.7001 70.01%
Thyroid receptor binding + 0.5196 51.96%
Glucocorticoid receptor binding + 0.6762 67.62%
Aromatase binding + 0.5269 52.69%
PPAR gamma + 0.6865 68.65%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9809 98.09%

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
CHEMBL2581 P07339 Cathepsin D 94.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.90% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.25% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 89.50% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 89.12% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 88.97% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.47% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.26% 81.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.15% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.47% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.01% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.51% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.99% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.86% 96.77%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.79% 97.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.10% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.01% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.34% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.18% 89.00%

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 5321756
NPASS NPC273433
LOTUS LTS0227743
wikiData Q105345897