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[(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-5-acetyloxy-10a-(2-acetyloxypropan-2-yl)-2,4,6,8-tetrahydroxy-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-10-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 1a7799eb-c13f-4064-a69c-79ee248ce685
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-5-acetyloxy-10a-(2-acetyloxypropan-2-yl)-2,4,6,8-tetrahydroxy-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-10-yl] acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C(=C)C3C(C2(CC1O)C(C)(C)OC(=O)C)OC(=O)C)O)O)C)OC(=O)C)O
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(C[C@@H]1O)C(C)(C)OC(=O)C)OC(=O)C)O)O)C)OC(=O)C)O
InChI InChI=1S/C26H38O10/c1-11-16(30)9-18(32)25(8)20(11)22(34-13(3)27)26(24(6,7)36-15(5)29)10-17(31)12(2)19(26)21(33)23(25)35-14(4)28/h16-18,20-23,30-33H,1,9-10H2,2-8H3/t16-,17-,18-,20-,21+,22-,23-,25+,26-/m0/s1
InChI Key SPZNJROAHQUYLY-ICGYVOCMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O10
Molecular Weight 510.60 g/mol
Exact Mass 510.24649740 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4R,5R,5aS,6S,8S,9aR,10S,10aS)-5-acetyloxy-10a-(2-acetyloxypropan-2-yl)-2,4,6,8-tetrahydroxy-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-10-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 + 0.9692 96.92%
Caco-2 - 0.7088 70.88%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6479 64.79%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9036 90.36%
OATP1B3 inhibitior + 0.9012 90.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5662 56.62%
P-glycoprotein inhibitior - 0.4519 45.19%
P-glycoprotein substrate + 0.5068 50.68%
CYP3A4 substrate + 0.6666 66.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.7220 72.20%
CYP2C9 inhibition - 0.7963 79.63%
CYP2C19 inhibition - 0.8437 84.37%
CYP2D6 inhibition - 0.9096 90.96%
CYP1A2 inhibition - 0.8304 83.04%
CYP2C8 inhibition - 0.5760 57.60%
CYP inhibitory promiscuity - 0.9035 90.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5930 59.30%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.8840 88.40%
Skin irritation + 0.4913 49.13%
Skin corrosion - 0.9123 91.23%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5968 59.68%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.6531 65.31%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5605 56.05%
Acute Oral Toxicity (c) III 0.3779 37.79%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.6928 69.28%
Thyroid receptor binding - 0.5285 52.85%
Glucocorticoid receptor binding + 0.6475 64.75%
Aromatase binding + 0.6406 64.06%
PPAR gamma + 0.6179 61.79%
Honey bee toxicity - 0.6238 62.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9799 97.99%

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 95.68% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.93% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.91% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.03% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.03% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.06% 95.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.84% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.16% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 84.15% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.09% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.77% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.64% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.55% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.20% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.66% 93.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.22% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.87% 97.14%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.65% 90.93%

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 10874894
LOTUS LTS0110144
wikiData Q105257704