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[(1'R,2S,2'R,3'R,5'S,7'S,8'R,9'R,10'R)-2',9',10'-triacetyloxy-5'-hydroxy-8',12',15',15'-tetramethyl-13'-oxospiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl]methyl 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 5a4c386c-b2c8-4827-935b-88a983fe6ea4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(1'R,2S,2'R,3'R,5'S,7'S,8'R,9'R,10'R)-2',9',10'-triacetyloxy-5'-hydroxy-8',12',15',15'-tetramethyl-13'-oxospiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl]methyl acetate
SMILES (Canonical) CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)CC1=O)OC(=O)C)CO4)O)COC(=O)C)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@]4([C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)CO4)O)COC(=O)C)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C29H40O11/c1-13-20(34)10-19-23(38-15(3)31)25-28(8,18(11-36-14(2)30)9-21(35)29(25)12-37-29)26(40-17(5)33)24(39-16(4)32)22(13)27(19,6)7/h18-19,21,23-26,35H,9-12H2,1-8H3/t18-,19+,21+,23-,24-,25+,26+,28-,29+/m1/s1
InChI Key KGWZKNIICAHXOK-HZOKRBTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O11
Molecular Weight 564.60 g/mol
Exact Mass 564.25706209 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 11
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 [(1'R,2S,2'R,3'R,5'S,7'S,8'R,9'R,10'R)-2',9',10'-triacetyloxy-5'-hydroxy-8',12',15',15'-tetramethyl-13'-oxospiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9783 97.83%
Caco-2 - 0.6804 68.04%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8413 84.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8421 84.21%
OATP1B3 inhibitior + 0.9062 90.62%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9391 93.91%
P-glycoprotein inhibitior + 0.7748 77.48%
P-glycoprotein substrate - 0.5633 56.33%
CYP3A4 substrate + 0.6834 68.34%
CYP2C9 substrate - 0.8153 81.53%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.8568 85.68%
CYP2C9 inhibition - 0.7383 73.83%
CYP2C19 inhibition - 0.7626 76.26%
CYP2D6 inhibition - 0.9308 93.08%
CYP1A2 inhibition - 0.8276 82.76%
CYP2C8 inhibition + 0.5307 53.07%
CYP inhibitory promiscuity - 0.9204 92.04%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6161 61.61%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.8746 87.46%
Skin irritation - 0.6391 63.91%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4802 48.02%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.7520 75.20%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6499 64.99%
Acute Oral Toxicity (c) III 0.4910 49.10%
Estrogen receptor binding + 0.8124 81.24%
Androgen receptor binding + 0.6689 66.89%
Thyroid receptor binding - 0.5111 51.11%
Glucocorticoid receptor binding + 0.8010 80.10%
Aromatase binding + 0.6560 65.60%
PPAR gamma + 0.7253 72.53%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9864 98.64%

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 96.10% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.72% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.54% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.37% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.35% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.18% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.82% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.66% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.38% 89.34%
CHEMBL340 P08684 Cytochrome P450 3A4 88.05% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.53% 81.11%
CHEMBL2996 Q05655 Protein kinase C delta 86.98% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.68% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 86.41% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.37% 97.25%
CHEMBL5028 O14672 ADAM10 85.58% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.03% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.66% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.01% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.92% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.24% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.96% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.92% 95.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.36% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 80.43% 92.50%

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 162888883
LOTUS LTS0113647
wikiData Q105141021