PlantaeDB Logo
Login Sign-up

Taxuspinanane B

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

Top
Internal ID f48128bc-f14d-4003-a865-13817d783867
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
IUPAC Name [(4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,6,10-triacetyloxy-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(C(CC(C(=C)C3C(C2(CC1=O)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
SMILES (Isomeric) CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@@]2(CC1=O)C(C)(C)O)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C4=CC=CC=C4
InChI InChI=1S/C33H40O11/c1-16-22(37)14-24(41-18(3)34)32(8)26(16)28(42-19(4)35)33(31(6,7)40)15-23(38)17(2)25(33)27(29(32)43-20(5)36)44-30(39)21-12-10-9-11-13-21/h9-13,22,24,26-29,37,40H,1,14-15H2,2-8H3/t22-,24-,26-,27+,28-,29-,32+,33-/m0/s1
InChI Key CXSZDWCQWKJJEB-AGSJQTBMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H40O11
Molecular Weight 612.70 g/mol
Exact Mass 612.25706209 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
13-OXO-TAXCHININ A
SCHEMBL43578
CHEMBL508581
[(4R,5R,5aS,6S,8S,9aR,10S,10aS)-5,6,10-triacetyloxy-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

2D Structure

Top
2D Structure of Taxuspinanane B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.7799 77.99%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7302 73.02%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.8611 86.11%
OATP1B3 inhibitior + 0.7896 78.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6660 66.60%
P-glycoprotein inhibitior + 0.8366 83.66%
P-glycoprotein substrate - 0.5640 56.40%
CYP3A4 substrate + 0.6982 69.82%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8998 89.98%
CYP3A4 inhibition - 0.6628 66.28%
CYP2C9 inhibition - 0.7164 71.64%
CYP2C19 inhibition - 0.7635 76.35%
CYP2D6 inhibition - 0.8977 89.77%
CYP1A2 inhibition - 0.7668 76.68%
CYP2C8 inhibition + 0.7273 72.73%
CYP inhibitory promiscuity - 0.8746 87.46%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5657 56.57%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8852 88.52%
Skin irritation - 0.5962 59.62%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7026 70.26%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5303 53.03%
skin sensitisation - 0.6016 60.16%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6612 66.12%
Acute Oral Toxicity (c) III 0.3834 38.34%
Estrogen receptor binding + 0.7150 71.50%
Androgen receptor binding + 0.7149 71.49%
Thyroid receptor binding + 0.5543 55.43%
Glucocorticoid receptor binding + 0.6860 68.60%
Aromatase binding + 0.5580 55.80%
PPAR gamma + 0.7002 70.02%
Honey bee toxicity - 0.7256 72.56%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9970 99.70%

Targets

Top

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
CHEMBL1951 P21397 Monoamine oxidase A 99.06% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.82% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.96% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.21% 81.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.30% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.33% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 89.60% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.43% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.40% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 89.28% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.95% 96.09%
CHEMBL5028 O14672 ADAM10 87.00% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.85% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.70% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.46% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.43% 93.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.71% 95.50%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.70% 87.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.93% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.33% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.01% 89.00%
CHEMBL2535 P11166 Glucose transporter 80.42% 98.75%

Plants that contains it

Top
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

Top
PubChem 5321734
NPASS NPC95449
LOTUS LTS0149162
wikiData Q104972102