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Swietenine

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 9f3d121a-ee48-4845-88e4-697b8e987c37
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H40O9/c1-8-16(2)28(36)41-27-19-13-18-20(32(6,25(19)35)24(30(27,3)4)23(34)29(37)38-7)9-11-31(5)21(18)14-22(33)40-26(31)17-10-12-39-15-17/h8,10,12-13,15,19-21,23-24,26-27,34H,9,11,14H2,1-7H3/b16-8+/t19-,20+,21+,23-,24+,26+,27-,31-,32-/m1/s1
InChI Key MMUSWMCGLGFCKL-FFFUMERZSA-N
Popularity 19 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O9
Molecular Weight 568.70 g/mol
Exact Mass 568.26723285 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.50
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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DTXSID701318512
4801-97-2
((1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-16-((1R)-1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo(11.3.1.02,11.05,10)heptadec-11-en-14-yl) (E)-2-methylbut-2-enoate
[(1R,2S,5R,6R,10S,13S,14R,16S)-6-(furan-3-yl)-16-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] (E)-2-methylbut-2-enoate
RefChem:186904
DTXCID601748320
CHEMBL2288851
SCHEMBL29547424
(4R,4aR,6aS,7R,8S,10R,11S,12bS)-4-(Furan-3-yl)-8-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-4a,7,9,9-tetramethyl-2,13-dioxo-1,4,4a,5,6,6a,7,8,9,10,11,12b-dodecahydro-2H-7,11-methanocycloocta[3,4]benzo[1,2-c]pyran-10-yl (2E)-2-methylbut-2-enoate

2D Structure

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2D Structure of Swietenine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.7550 75.50%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8116 81.16%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior - 0.5306 53.06%
OATP1B3 inhibitior - 0.2463 24.63%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9547 95.47%
P-glycoprotein inhibitior + 0.8288 82.88%
P-glycoprotein substrate + 0.6165 61.65%
CYP3A4 substrate + 0.7194 71.94%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8848 88.48%
CYP3A4 inhibition + 0.7960 79.60%
CYP2C9 inhibition - 0.8252 82.52%
CYP2C19 inhibition - 0.8781 87.81%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.7973 79.73%
CYP2C8 inhibition + 0.6374 63.74%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4268 42.68%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.6371 63.71%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis - 0.6348 63.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6866 68.66%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5866 58.66%
Acute Oral Toxicity (c) I 0.6341 63.41%
Estrogen receptor binding + 0.8128 81.28%
Androgen receptor binding + 0.6956 69.56%
Thyroid receptor binding + 0.5819 58.19%
Glucocorticoid receptor binding + 0.8413 84.13%
Aromatase binding + 0.5908 59.08%
PPAR gamma + 0.7465 74.65%
Honey bee toxicity - 0.7123 71.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9936 99.36%

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 99.37% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.78% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 97.42% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.71% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.57% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.94% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.30% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.42% 82.69%
CHEMBL2581 P07339 Cathepsin D 87.38% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.28% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.73% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.07% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.70% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.45% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.16% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.75% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.33% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.32% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.28% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.01% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.65% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.40% 91.07%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.21% 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.
Swietenia macrophylla
Swietenia mahagoni

Cross-Links

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PubChem 14262276
LOTUS LTS0143797
wikiData Q104396474