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[(2S,4R,5R,5aR,8S,9aR,10S,10aS)-2,4,5,10-tetraacetyloxy-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] (3R)-3-(dimethylamino)-3-phenylpropanoate

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 a9e21155-fad6-435b-bb68-a84ffd89998d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(2S,4R,5R,5aR,8S,9aR,10S,10aS)-2,4,5,10-tetraacetyloxy-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] (3R)-3-(dimethylamino)-3-phenylpropanoate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)OC(=O)CC(C4=CC=CC=C4)N(C)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)C)OC(=O)C[C@H](C4=CC=CC=C4)N(C)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C39H53NO11/c1-21-29(51-31(45)19-28(40(10)11)27-15-13-12-14-16-27)17-18-38(9)33(21)35(49-25(5)43)39(37(7,8)46)20-30(47-23(3)41)22(2)32(39)34(48-24(4)42)36(38)50-26(6)44/h12-16,28-30,33-36,46H,1,17-20H2,2-11H3/t28-,29+,30+,33+,34-,35+,36+,38-,39+/m1/s1
InChI Key MBZYQIZHDWRHKZ-CIGOLHFESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H53NO11
Molecular Weight 711.80 g/mol
Exact Mass 711.36186151 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4R,5R,5aR,8S,9aR,10S,10aS)-2,4,5,10-tetraacetyloxy-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] (3R)-3-(dimethylamino)-3-phenylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9846 98.46%
Caco-2 - 0.8277 82.77%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6323 63.23%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.8462 84.62%
OATP1B3 inhibitior + 0.8423 84.23%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9543 95.43%
P-glycoprotein inhibitior + 0.8458 84.58%
P-glycoprotein substrate + 0.6090 60.90%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6962 69.62%
CYP3A4 inhibition + 0.5356 53.56%
CYP2C9 inhibition - 0.6790 67.90%
CYP2C19 inhibition - 0.7684 76.84%
CYP2D6 inhibition - 0.8847 88.47%
CYP1A2 inhibition - 0.7298 72.98%
CYP2C8 inhibition + 0.6484 64.84%
CYP inhibitory promiscuity - 0.9132 91.32%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5447 54.47%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.7197 71.97%
Skin corrosion - 0.9195 91.95%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5113 51.13%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5244 52.44%
skin sensitisation - 0.8334 83.34%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8713 87.13%
Acute Oral Toxicity (c) III 0.5723 57.23%
Estrogen receptor binding + 0.7938 79.38%
Androgen receptor binding + 0.7269 72.69%
Thyroid receptor binding + 0.6063 60.63%
Glucocorticoid receptor binding + 0.8039 80.39%
Aromatase binding + 0.6574 65.74%
PPAR gamma + 0.7897 78.97%
Honey bee toxicity - 0.5867 58.67%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.74% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.64% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.13% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.35% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.60% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.29% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.62% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.40% 93.00%
CHEMBL5028 O14672 ADAM10 87.56% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.62% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 85.36% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.33% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.57% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 82.10% 92.97%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.69% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.31% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.20% 94.73%

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 baccata

Cross-Links

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PubChem 163193170
LOTUS LTS0059064
wikiData Q105161062