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(1'R,2'S,3S,13'R)-14-hydroxy-8',10,15-trimethoxy-14'-methylspiro[12-oxa-4-azapentacyclo[9.7.2.04,19.07,20.013,18]icosa-1(19),5,7(20),8,10,13(18),14,16-octaene-3,4'-6-oxa-14-azapentacyclo[9.5.1.01,5.02,13.07,17]heptadeca-7,9,11(17)-triene]-2-one

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 5e82afa6-2ef7-478e-9101-ecc40f6115ac
Taxonomy Organoheterocyclic compounds > Benzoxepines > Dibenzoxepines
IUPAC Name (1'R,2'S,3S,13'R)-14-hydroxy-8',10,15-trimethoxy-14'-methylspiro[12-oxa-4-azapentacyclo[9.7.2.04,19.07,20.013,18]icosa-1(19),5,7(20),8,10,13(18),14,16-octaene-3,4'-6-oxa-14-azapentacyclo[9.5.1.01,5.02,13.07,17]heptadeca-7,9,11(17)-triene]-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H32N2O7/c1-37-14-12-35-20-16-36(34(35)45-32-24(43-4)9-6-18(27(32)35)15-21(20)37)33(40)26-19-7-10-22(41-2)29(39)30(19)44-31-23(42-3)8-5-17-11-13-38(36)28(26)25(17)31/h5-11,13,20-21,34,39H,12,14-16H2,1-4H3/t20-,21-,34?,35-,36-/m1/s1
InChI Key XAFDXNDGYKGJRI-WCWDLXQSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H32N2O7
Molecular Weight 604.60 g/mol
Exact Mass 604.22095136 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.98
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1'R,2'S,3S,13'R)-14-hydroxy-8',10,15-trimethoxy-14'-methylspiro[12-oxa-4-azapentacyclo[9.7.2.04,19.07,20.013,18]icosa-1(19),5,7(20),8,10,13(18),14,16-octaene-3,4'-6-oxa-14-azapentacyclo[9.5.1.01,5.02,13.07,17]heptadeca-7,9,11(17)-triene]-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9282 92.82%
Caco-2 - 0.6690 66.90%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4709 47.09%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8422 84.22%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9781 97.81%
P-glycoprotein inhibitior + 0.9214 92.14%
P-glycoprotein substrate + 0.8221 82.21%
CYP3A4 substrate + 0.7678 76.78%
CYP2C9 substrate - 0.5990 59.90%
CYP2D6 substrate + 0.3648 36.48%
CYP3A4 inhibition - 0.7647 76.47%
CYP2C9 inhibition - 0.9050 90.50%
CYP2C19 inhibition - 0.8456 84.56%
CYP2D6 inhibition - 0.7774 77.74%
CYP1A2 inhibition - 0.8777 87.77%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8431 84.31%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6390 63.90%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.7731 77.31%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4053 40.53%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.6662 66.62%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.9556 95.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7837 78.37%
Acute Oral Toxicity (c) III 0.6256 62.56%
Estrogen receptor binding + 0.8192 81.92%
Androgen receptor binding + 0.6768 67.68%
Thyroid receptor binding + 0.6620 66.20%
Glucocorticoid receptor binding + 0.8700 87.00%
Aromatase binding + 0.6378 63.78%
PPAR gamma + 0.6561 65.61%
Honey bee toxicity - 0.7098 70.98%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9777 97.77%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.58% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.91% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.14% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.60% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.33% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 93.13% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.13% 97.09%
CHEMBL4208 P20618 Proteasome component C5 92.07% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.16% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.38% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.40% 85.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 87.71% 90.24%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.06% 94.42%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.98% 91.03%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.97% 82.38%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 85.25% 98.00%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 85.24% 96.86%
CHEMBL1951 P21397 Monoamine oxidase A 85.14% 91.49%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.53% 95.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.47% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.77% 95.17%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.73% 97.50%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.68% 90.95%
CHEMBL2581 P07339 Cathepsin D 82.42% 98.95%
CHEMBL2535 P11166 Glucose transporter 82.30% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.28% 89.00%
CHEMBL2056 P21728 Dopamine D1 receptor 82.08% 91.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.62% 96.39%
CHEMBL234 P35462 Dopamine D3 receptor 80.34% 90.48%

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.
Dicentra canadensis

Cross-Links

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PubChem 102147111
LOTUS LTS0120822
wikiData Q104251720