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[5,6,10-Triacetyloxy-2,4-dihydroxy-9-(hydroxymethyl)-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-8-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 e9033972-9c00-4c60-8080-b226c701cca1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [5,6,10-triacetyloxy-2,4-dihydroxy-9-(hydroxymethyl)-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-8-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)CO)OC(=O)C)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C)CO)OC(=O)C)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C28H42O12/c1-12-18(34)10-28(26(6,7)36)21(12)23(35)25(40-16(5)33)27(8)20(38-14(3)31)9-19(37-13(2)30)17(11-29)22(27)24(28)39-15(4)32/h17-20,22-25,29,34-36H,9-11H2,1-8H3
InChI Key WUVMSPNBLYLYRM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O12
Molecular Weight 570.60 g/mol
Exact Mass 570.26762677 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,6,10-Triacetyloxy-2,4-dihydroxy-9-(hydroxymethyl)-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-8-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 + 0.9858 98.58%
Caco-2 - 0.7375 73.75%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8365 83.65%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8985 89.85%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8593 85.93%
BSEP inhibitior + 0.7140 71.40%
P-glycoprotein inhibitior + 0.6846 68.46%
P-glycoprotein substrate - 0.5162 51.62%
CYP3A4 substrate + 0.6425 64.25%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8684 86.84%
CYP3A4 inhibition - 0.7619 76.19%
CYP2C9 inhibition - 0.7073 70.73%
CYP2C19 inhibition - 0.8786 87.86%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.8375 83.75%
CYP2C8 inhibition + 0.4917 49.17%
CYP inhibitory promiscuity - 0.8938 89.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6596 65.96%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8907 89.07%
Skin irritation - 0.5680 56.80%
Skin corrosion - 0.9446 94.46%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4949 49.49%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5098 50.98%
skin sensitisation - 0.8189 81.89%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5351 53.51%
Acute Oral Toxicity (c) III 0.5743 57.43%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.6650 66.50%
Thyroid receptor binding - 0.5195 51.95%
Glucocorticoid receptor binding + 0.6811 68.11%
Aromatase binding + 0.6829 68.29%
PPAR gamma + 0.6780 67.80%
Honey bee toxicity - 0.6711 67.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9724 97.24%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.46% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.25% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.15% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.92% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.25% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.87% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 86.64% 97.79%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.45% 90.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.34% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.02% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 85.84% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.73% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.58% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.73% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.97% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.89% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.78% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.42% 96.90%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.40% 97.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.54% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.51% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.18% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.99% 97.14%

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 78385521
LOTUS LTS0268400
wikiData Q105313341