[(1R,2R,3R,5S,8R,9R,10R)-9,10-diacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-(phenylmethoxymethoxy)-2-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Details

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Internal ID 69def28f-1cb5-41d0-8c11-f3f43254c6f8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1R,2R,3R,5S,8R,9R,10R)-9,10-diacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-(phenylmethoxymethoxy)-2-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
SMILES (Canonical) CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OCOCC4=CC=CC=C4)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@@H](C2(C)C)CC1=O)OC(=O)C)OCOCC4=CC=CC=C4)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C34H44O9/c1-19-26(38)16-25-30(41-21(3)35)29-20(2)27(40-18-39-17-24-12-10-9-11-13-24)14-15-34(29,8)32(43-23(5)37)31(42-22(4)36)28(19)33(25,6)7/h9-13,25,27,29-32H,2,14-18H2,1,3-8H3/t25-,27-,29-,30+,31+,32-,34+/m0/s1
InChI Key QMHSIKOTSLNLTD-VCSCPGBLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O9
Molecular Weight 596.70 g/mol
Exact Mass 596.29853298 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,5S,8R,9R,10R)-9,10-diacetyloxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-5-(phenylmethoxymethoxy)-2-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.7587 75.87%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8381 83.81%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.7839 78.39%
OATP1B3 inhibitior + 0.8406 84.06%
MATE1 inhibitior + 0.6200 62.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9742 97.42%
P-glycoprotein inhibitior + 0.8645 86.45%
P-glycoprotein substrate - 0.5990 59.90%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8948 89.48%
CYP3A4 inhibition + 0.6267 62.67%
CYP2C9 inhibition - 0.7707 77.07%
CYP2C19 inhibition - 0.6571 65.71%
CYP2D6 inhibition - 0.8782 87.82%
CYP1A2 inhibition - 0.8238 82.38%
CYP2C8 inhibition + 0.6869 68.69%
CYP inhibitory promiscuity - 0.8072 80.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5748 57.48%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7381 73.81%
Skin corrosion - 0.9647 96.47%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6580 65.80%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5075 50.75%
skin sensitisation - 0.6718 67.18%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6486 64.86%
Estrogen receptor binding + 0.8116 81.16%
Androgen receptor binding + 0.7060 70.60%
Thyroid receptor binding + 0.5673 56.73%
Glucocorticoid receptor binding + 0.8153 81.53%
Aromatase binding + 0.6551 65.51%
PPAR gamma + 0.7974 79.74%
Honey bee toxicity - 0.6694 66.94%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL2581 P07339 Cathepsin D 96.98% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.87% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.37% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 94.09% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.88% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.81% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.80% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.20% 95.50%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 86.57% 97.64%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.43% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.25% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.87% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.87% 85.14%
CHEMBL1914 P06276 Butyrylcholinesterase 84.64% 95.00%
CHEMBL5028 O14672 ADAM10 84.15% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.19% 94.45%

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 9985963
LOTUS LTS0092754
wikiData Q105223995