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(9R,13S)-3,4-dimethoxy-11,18,20-trioxapentacyclo[13.7.0.02,7.09,13.017,21]docosa-1(22),2(7),3,5,15,17(21)-hexaen-10-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 0642d90a-6844-4d2f-b252-30f197bc1158
Taxonomy Lignans, neolignans and related compounds > Lignan lactones
IUPAC Name (9R,13S)-3,4-dimethoxy-11,18,20-trioxapentacyclo[13.7.0.02,7.09,13.017,21]docosa-1(22),2(7),3,5,15,17(21)-hexaen-10-one
SMILES (Canonical) COC1=C(C2=C(CC3C(CC4=CC5=C(C=C42)OCO5)COC3=O)C=C1)OC
SMILES (Isomeric) COC1=C(C2=C(C[C@@H]3[C@H](CC4=CC5=C(C=C42)OCO5)COC3=O)C=C1)OC
InChI InChI=1S/C21H20O6/c1-23-16-4-3-11-6-15-13(9-25-21(15)22)5-12-7-17-18(27-10-26-17)8-14(12)19(11)20(16)24-2/h3-4,7-8,13,15H,5-6,9-10H2,1-2H3/t13-,15-/m1/s1
InChI Key NFJJJWVGDBCSKG-UKRRQHHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O6
Molecular Weight 368.40 g/mol
Exact Mass 368.12598835 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9R,13S)-3,4-dimethoxy-11,18,20-trioxapentacyclo[13.7.0.02,7.09,13.017,21]docosa-1(22),2(7),3,5,15,17(21)-hexaen-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 + 0.8360 83.60%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7783 77.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9168 91.68%
OATP1B3 inhibitior + 0.9695 96.95%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9334 93.34%
P-glycoprotein inhibitior + 0.6008 60.08%
P-glycoprotein substrate - 0.7856 78.56%
CYP3A4 substrate + 0.6155 61.55%
CYP2C9 substrate + 0.5905 59.05%
CYP2D6 substrate - 0.7552 75.52%
CYP3A4 inhibition + 0.9497 94.97%
CYP2C9 inhibition + 0.8889 88.89%
CYP2C19 inhibition + 0.9679 96.79%
CYP2D6 inhibition + 0.7218 72.18%
CYP1A2 inhibition + 0.7535 75.35%
CYP2C8 inhibition - 0.7331 73.31%
CYP inhibitory promiscuity + 0.9107 91.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4629 46.29%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.9447 94.47%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9702 97.02%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7281 72.81%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.5539 55.39%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7012 70.12%
Acute Oral Toxicity (c) III 0.6068 60.68%
Estrogen receptor binding + 0.8588 85.88%
Androgen receptor binding + 0.6838 68.38%
Thyroid receptor binding + 0.5483 54.83%
Glucocorticoid receptor binding + 0.8473 84.73%
Aromatase binding - 0.6411 64.11%
PPAR gamma + 0.6609 66.09%
Honey bee toxicity - 0.7770 77.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9910 99.10%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.89% 96.77%
CHEMBL2581 P07339 Cathepsin D 93.49% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 91.86% 82.67%
CHEMBL261 P00915 Carbonic anhydrase I 91.78% 96.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.51% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.51% 95.56%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 90.48% 96.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.44% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.24% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.02% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.62% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.40% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.30% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 86.90% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.28% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.73% 90.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.13% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.25% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.58% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.57% 96.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.02% 82.38%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.74% 92.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.64% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.60% 85.14%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.00% 90.95%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.77% 95.78%

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.
Steganotaenia araliacea

Cross-Links

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PubChem 162855962
LOTUS LTS0017629
wikiData Q105178505