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[(1S,12R,13R,14R)-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-yl] (Z)-2-methylbut-2-enoate

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 cae6c239-e7b5-4da5-bd3e-7fc37ce44439
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name [(1S,12R,13R,14R)-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(CC2=CC(=O)C(=C(C23COC4=C3C1=CC5=C4OCO5)OC)OC)C)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@@H](CC2=CC(=O)C(=C([C@@]23COC4=C3C1=CC5=C4OCO5)OC)OC)C)C
InChI InChI=1S/C27H30O8/c1-7-13(2)26(29)35-21-15(4)14(3)8-16-9-18(28)22(30-5)25(31-6)27(16)11-32-24-20(27)17(21)10-19-23(24)34-12-33-19/h7,9-10,14-15,21H,8,11-12H2,1-6H3/b13-7-/t14-,15-,21-,27+/m1/s1
InChI Key NACPYYYBTUKNNL-YSKMNHBWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O8
Molecular Weight 482.50 g/mol
Exact Mass 482.19406791 g/mol
Topological Polar Surface Area (TPSA) 89.50 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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CHEMBL483434
1,2-Dimethoxy-3-oxo-6beta,7beta-dimethyl-3,5,6,7,8,13b-hexahydro-13,13balpha-(epoxymethano)benzo[3,4]cycloocta[1,2-f][1,3]benzodioxole-8beta-ol 8-[(2Z)-2-methyl-2-butenoate]

2D Structure

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2D Structure of [(1S,12R,13R,14R)-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,19-pentaen-12-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 + 0.6066 60.66%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7051 70.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8769 87.69%
OATP1B3 inhibitior + 0.9604 96.04%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9867 98.67%
P-glycoprotein inhibitior + 0.8966 89.66%
P-glycoprotein substrate + 0.5681 56.81%
CYP3A4 substrate + 0.6729 67.29%
CYP2C9 substrate - 0.8096 80.96%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition + 0.8881 88.81%
CYP2C9 inhibition - 0.5416 54.16%
CYP2C19 inhibition + 0.5378 53.78%
CYP2D6 inhibition - 0.8396 83.96%
CYP1A2 inhibition - 0.6156 61.56%
CYP2C8 inhibition + 0.5447 54.47%
CYP inhibitory promiscuity + 0.6780 67.80%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.3977 39.77%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.7428 74.28%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis + 0.5946 59.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4040 40.40%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5624 56.24%
skin sensitisation - 0.6997 69.97%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6170 61.70%
Acute Oral Toxicity (c) III 0.4026 40.26%
Estrogen receptor binding + 0.8779 87.79%
Androgen receptor binding + 0.6599 65.99%
Thyroid receptor binding + 0.6215 62.15%
Glucocorticoid receptor binding + 0.9231 92.31%
Aromatase binding + 0.5619 56.19%
PPAR gamma + 0.8208 82.08%
Honey bee toxicity - 0.6721 67.21%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL325 Q13547 Histone deacetylase 1 95.34% 95.92%
CHEMBL2581 P07339 Cathepsin D 95.00% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.99% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.68% 96.77%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.09% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.19% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.09% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.27% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.04% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.81% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.50% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 85.12% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.98% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.76% 95.50%
CHEMBL2535 P11166 Glucose transporter 82.75% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.52% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.75% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.32% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.00% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.71% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.62% 94.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.17% 89.44%

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.
Kadsura heteroclita
Schisandra rubriflora

Cross-Links

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PubChem 14755542
NPASS NPC117154
LOTUS LTS0119008
wikiData Q105176171