PlantaeDB Logo
Login Sign-up

[(1R,8S,10R,11S,12S,20R)-20-hydroxy-11,12-dimethyl-5,14-dioxo-6,18-dioxapentacyclo[10.7.1.04,8.08,20.015,19]icosa-3,15(19),16-trien-10-yl] 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

Top
Internal ID c3e24153-6a39-4b79-9d7a-afae80ba22b2
Taxonomy Organoheterocyclic compounds > Cycloheptafurans
IUPAC Name [(1R,8S,10R,11S,12S,20R)-20-hydroxy-11,12-dimethyl-5,14-dioxo-6,18-dioxapentacyclo[10.7.1.04,8.08,20.015,19]icosa-3,15(19),16-trien-10-yl] acetate
SMILES (Canonical) CC1C(CC23COC(=O)C2=CCC4C3(C1(CC(=O)C5=C4OC=C5)C)O)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@@]23COC(=O)C2=CC[C@@H]4[C@]3([C@]1(CC(=O)C5=C4OC=C5)C)O)OC(=O)C
InChI InChI=1S/C22H24O7/c1-11-17(29-12(2)23)9-21-10-28-19(25)15(21)5-4-14-18-13(6-7-27-18)16(24)8-20(11,3)22(14,21)26/h5-7,11,14,17,26H,4,8-10H2,1-3H3/t11-,14+,17-,20+,21-,22-/m1/s1
InChI Key QPELONIXWRZFNT-MXYYJSRBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C22H24O7
Molecular Weight 400.40 g/mol
Exact Mass 400.15220310 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,8S,10R,11S,12S,20R)-20-hydroxy-11,12-dimethyl-5,14-dioxo-6,18-dioxapentacyclo[10.7.1.04,8.08,20.015,19]icosa-3,15(19),16-trien-10-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.5403 54.03%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8171 81.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior - 0.2644 26.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7114 71.14%
BSEP inhibitior + 0.8509 85.09%
P-glycoprotein inhibitior - 0.4787 47.87%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6831 68.31%
CYP2C9 substrate - 0.8151 81.51%
CYP2D6 substrate - 0.8938 89.38%
CYP3A4 inhibition - 0.7638 76.38%
CYP2C9 inhibition - 0.5211 52.11%
CYP2C19 inhibition - 0.7539 75.39%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.5532 55.32%
CYP2C8 inhibition + 0.4632 46.32%
CYP inhibitory promiscuity - 0.7834 78.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5471 54.71%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9526 95.26%
Skin irritation - 0.6923 69.23%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5765 57.65%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7784 77.84%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5334 53.34%
Acute Oral Toxicity (c) I 0.3251 32.51%
Estrogen receptor binding + 0.6114 61.14%
Androgen receptor binding + 0.6837 68.37%
Thyroid receptor binding - 0.5241 52.41%
Glucocorticoid receptor binding + 0.6343 63.43%
Aromatase binding + 0.5598 55.98%
PPAR gamma + 0.6882 68.82%
Honey bee toxicity - 0.7711 77.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.70% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.78% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 89.53% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.43% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.00% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.67% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.35% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.11% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.20% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.68% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.29% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.05% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.69% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.94% 97.28%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.70% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.32% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.89% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.16% 95.89%
CHEMBL2039 P27338 Monoamine oxidase B 80.44% 92.51%

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.
Salvia mexicana

Cross-Links

Top
PubChem 100974953
LOTUS LTS0175400
wikiData Q105225335