Didymochlaenone B

Details

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Internal ID 788836c7-769a-415f-8d07-188bb8f3fff4
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name (6S,7aR)-6-prop-2-enyl-7a-[(6-prop-2-enyl-1,3-benzodioxol-5-yl)oxy]-6,7-dihydro-1,3-benzodioxol-5-one
SMILES (Canonical) C=CCC1CC2(C(=CC1=O)OCO2)OC3=CC4=C(C=C3CC=C)OCO4
SMILES (Isomeric) C=CC[C@H]1C[C@@]2(C(=CC1=O)OCO2)OC3=CC4=C(C=C3CC=C)OCO4
InChI InChI=1S/C20H20O6/c1-3-5-13-7-17-18(23-11-22-17)9-16(13)26-20-10-14(6-4-2)15(21)8-19(20)24-12-25-20/h3-4,7-9,14H,1-2,5-6,10-12H2/t14-,20-/m0/s1
InChI Key TXLALJSADHIRMA-XOBRGWDASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O6
Molecular Weight 356.40 g/mol
Exact Mass 356.12598835 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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(6S,7aR)-6-prop-2-enyl-7a-[(6-prop-2-enyl-1,3-benzodioxol-5-yl)oxy]-6,7-dihydro-1,3-benzodioxol-5-one
InChI=1/C20H20O6/c1-3-5-13-7-17-18(23-11-22-17)9-16(13)26-20-10-14(6-4-2)15(21)8-19(20)24-12-25-20/h3-4,7-9,14H,1-2,5-6,10-12H2/t14?,20-/m0/s

2D Structure

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2D Structure of Didymochlaenone B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 + 0.5247 52.47%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8008 80.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.9466 94.66%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8058 80.58%
P-glycoprotein inhibitior + 0.6036 60.36%
P-glycoprotein substrate - 0.7504 75.04%
CYP3A4 substrate + 0.5854 58.54%
CYP2C9 substrate - 0.8012 80.12%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition + 0.9226 92.26%
CYP2C9 inhibition - 0.5880 58.80%
CYP2C19 inhibition + 0.8059 80.59%
CYP2D6 inhibition - 0.5505 55.05%
CYP1A2 inhibition - 0.5913 59.13%
CYP2C8 inhibition - 0.5961 59.61%
CYP inhibitory promiscuity + 0.8447 84.47%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4828 48.28%
Eye corrosion - 0.9737 97.37%
Eye irritation - 0.7991 79.91%
Skin irritation - 0.7595 75.95%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4449 44.49%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5940 59.40%
skin sensitisation + 0.5601 56.01%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7289 72.89%
Acute Oral Toxicity (c) III 0.5375 53.75%
Estrogen receptor binding + 0.7439 74.39%
Androgen receptor binding + 0.6390 63.90%
Thyroid receptor binding + 0.6654 66.54%
Glucocorticoid receptor binding + 0.5863 58.63%
Aromatase binding + 0.7438 74.38%
PPAR gamma + 0.7163 71.63%
Honey bee toxicity - 0.4923 49.23%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9967 99.67%

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 99.15% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.76% 96.77%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.21% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.67% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.37% 94.80%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.35% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.77% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.08% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.22% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.16% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.42% 97.25%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.31% 86.00%
CHEMBL4530 P00488 Coagulation factor XIII 82.29% 96.00%
CHEMBL4208 P20618 Proteasome component C5 81.37% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.38% 91.49%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.05% 80.96%

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.
Aristolochia triangularis
Didymochlaena truncatula

Cross-Links

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PubChem 11617367
NPASS NPC140319
LOTUS LTS0028568
wikiData Q105266829