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[(4R,5R,5aR,8S,9aR,10S,10aS)-5,10-diacetyloxy-8-hydroxy-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] benzoate

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 69056c97-bc4f-4ad4-8af1-4a76f9220edc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(4R,5R,5aR,8S,9aR,10S,10aS)-5,10-diacetyloxy-8-hydroxy-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] benzoate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C2(CC1=O)C(C)(C)O)OC(=O)C)O)C)OC(=O)C)OC(=O)C4=CC=CC=C4
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(CC1=O)C(C)(C)O)OC(=O)C)O)C)OC(=O)C)OC(=O)C4=CC=CC=C4
InChI InChI=1S/C31H38O9/c1-16-21(34)13-14-30(7)24(16)26(38-18(3)32)31(29(5,6)37)15-22(35)17(2)23(31)25(27(30)39-19(4)33)40-28(36)20-11-9-8-10-12-20/h8-12,21,24-27,34,37H,1,13-15H2,2-7H3/t21-,24-,25+,26-,27-,30+,31-/m0/s1
InChI Key WCEHDYZADWCEOC-PAXXPAFFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O9
Molecular Weight 554.60 g/mol
Exact Mass 554.25158279 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.47
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4R,5R,5aR,8S,9aR,10S,10aS)-5,10-diacetyloxy-8-hydroxy-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] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 - 0.7242 72.42%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7336 73.36%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8621 86.21%
OATP1B3 inhibitior - 0.2965 29.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.7705 77.05%
P-glycoprotein inhibitior + 0.8199 81.99%
P-glycoprotein substrate - 0.6545 65.45%
CYP3A4 substrate + 0.7137 71.37%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8998 89.98%
CYP3A4 inhibition - 0.6118 61.18%
CYP2C9 inhibition - 0.5528 55.28%
CYP2C19 inhibition - 0.7442 74.42%
CYP2D6 inhibition - 0.9079 90.79%
CYP1A2 inhibition - 0.6788 67.88%
CYP2C8 inhibition + 0.6578 65.78%
CYP inhibitory promiscuity - 0.9025 90.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5828 58.28%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5242 52.42%
Skin corrosion - 0.9122 91.22%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6901 69.01%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.6942 69.42%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.3446 34.46%
Estrogen receptor binding + 0.7005 70.05%
Androgen receptor binding + 0.7063 70.63%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding + 0.7072 70.72%
Aromatase binding + 0.5324 53.24%
PPAR gamma + 0.6618 66.18%
Honey bee toxicity - 0.7975 79.75%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9974 99.74%

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 97.05% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.94% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 94.59% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.02% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 92.56% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.40% 94.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.04% 93.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.84% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.50% 81.11%
CHEMBL5028 O14672 ADAM10 89.43% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.90% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.81% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 86.75% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.83% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.44% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.72% 96.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.16% 87.67%
CHEMBL3524 P56524 Histone deacetylase 4 83.07% 92.97%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.95% 83.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.57% 93.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.05% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.95% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.56% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.14% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.06% 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 5321768
NPASS NPC84455
LOTUS LTS0059645
wikiData Q105301337