[2,4,5-triacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-8-yl] acetate

Details

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Internal ID 05f4070a-d931-4d57-9e96-ba49e8cead9f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [2,4,5-triacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-8-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3CC2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2C(C(C3(CCC(C(=C)C3CC2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C28H40O9/c1-14-20-12-28(26(7,8)33)13-22(35-17(4)30)15(2)23(28)24(36-18(5)31)25(37-19(6)32)27(20,9)11-10-21(14)34-16(3)29/h20-22,24-25,33H,1,10-13H2,2-9H3
InChI Key PROFXVGQKORHBE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O9
Molecular Weight 520.60 g/mol
Exact Mass 520.26723285 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2,4,5-triacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[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 + 0.9913 99.13%
Caco-2 - 0.6614 66.14%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8523 85.23%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8891 88.91%
OATP1B3 inhibitior - 0.3119 31.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6218 62.18%
P-glycoprotein inhibitior + 0.7820 78.20%
P-glycoprotein substrate - 0.6705 67.05%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.7640 76.40%
CYP2C9 inhibition - 0.6796 67.96%
CYP2C19 inhibition - 0.8540 85.40%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.7758 77.58%
CYP2C8 inhibition + 0.4911 49.11%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6450 64.50%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8657 86.57%
Skin irritation + 0.5691 56.91%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6633 66.33%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5072 50.72%
skin sensitisation - 0.6637 66.37%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5573 55.73%
Acute Oral Toxicity (c) III 0.5482 54.82%
Estrogen receptor binding + 0.7801 78.01%
Androgen receptor binding + 0.6669 66.69%
Thyroid receptor binding + 0.5549 55.49%
Glucocorticoid receptor binding + 0.7742 77.42%
Aromatase binding + 0.6668 66.68%
PPAR gamma + 0.7020 70.20%
Honey bee toxicity - 0.6389 63.89%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.17% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.54% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.32% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.10% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.51% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.25% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.25% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.97% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 80.92% 97.79%

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 85298078
LOTUS LTS0035318
wikiData Q105213839