PlantaeDB Logo
Login Sign-up

Monoacetoxyscirpenol

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 5bf286c4-c94b-4215-abed-33e5f73c39df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
IUPAC Name [(1S,2R,7R,9R,10R,11S,12S)-10,11-dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C17H24O6/c1-9-4-5-16(7-21-10(2)18)11(6-9)23-14-12(19)13(20)15(16,3)17(14)8-22-17/h6,11-14,19-20H,4-5,7-8H2,1-3H3/t11-,12-,13-,14-,15-,16-,17+/m1/s1
InChI Key IRXDUBNENLKYTC-OINWIYPRSA-N
Popularity 22 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H24O6
Molecular Weight 324.40 g/mol
Exact Mass 324.15728848 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
Monoacetoxyscirpenol
2623-22-5
Z9XD0SRM7U
4-Deacetylanguidin
[(1S,2R,7R,9R,10R,11S,12S)-10,11-dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
[(1S,2R,7R,9R,10R,12S)-10,11-Dihydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
15-Acetoxyscirpen-3,4-diol
Deacetylanguidin
NSC 267030
NSC-267030
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Monoacetoxyscirpenol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8095 80.95%
Caco-2 - 0.5954 59.54%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7414 74.14%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8663 86.63%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6273 62.73%
P-glycoprotein inhibitior - 0.8690 86.90%
P-glycoprotein substrate - 0.8367 83.67%
CYP3A4 substrate + 0.6542 65.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition - 0.9587 95.87%
CYP2C9 inhibition - 0.7981 79.81%
CYP2C19 inhibition - 0.7934 79.34%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.7064 70.64%
CYP2C8 inhibition - 0.6865 68.65%
CYP inhibitory promiscuity - 0.8799 87.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6356 63.56%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5797 57.97%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6965 69.65%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5999 59.99%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.8028 80.28%
Acute Oral Toxicity (c) I 0.7590 75.90%
Estrogen receptor binding + 0.8520 85.20%
Androgen receptor binding + 0.6480 64.80%
Thyroid receptor binding + 0.5281 52.81%
Glucocorticoid receptor binding + 0.6817 68.17%
Aromatase binding + 0.5425 54.25%
PPAR gamma + 0.6932 69.32%
Honey bee toxicity - 0.8072 80.72%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.75% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.71% 94.45%
CHEMBL2581 P07339 Cathepsin D 88.07% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.14% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.03% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.37% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.06% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.58% 86.33%
CHEMBL5028 O14672 ADAM10 83.94% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.95% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.79% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 80.77% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.68% 94.80%

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.
There are no matching plants.

Cross-Links

Top
PubChem 21117975
LOTUS LTS0059889
wikiData Q77514767