(2R,4bR,6aS,12bS,12cS,14aS)-4b-deoxy-beta-aflatrem

Details

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Internal ID 82fd7a09-686f-44ff-9d2e-61e41616c2d9
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,4S,5S,16S,19R,23R)-4,5,24,24-tetramethyl-11-(2-methylbut-3-en-2-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8(13),9,11,20-pentaen-22-one
SMILES (Canonical) CC1(C2C(=O)C=C3C4CCC5CC6=C(C5(C4(CCC3(O2)O1)C)C)NC7=C6C=C(C=C7)C(C)(C)C=C)C
SMILES (Isomeric) C[C@]12CC[C@]34C(=CC(=O)[C@H](O3)C(O4)(C)C)[C@@H]1CC[C@@H]5[C@@]2(C6=C(C5)C7=C(N6)C=CC(=C7)C(C)(C)C=C)C
InChI InChI=1S/C32H39NO3/c1-8-28(2,3)18-10-12-24-20(15-18)21-16-19-9-11-22-23-17-25(34)27-29(4,5)36-32(23,35-27)14-13-30(22,6)31(19,7)26(21)33-24/h8,10,12,15,17,19,22,27,33H,1,9,11,13-14,16H2,2-7H3/t19-,22-,27-,30-,31+,32-/m0/s1
InChI Key GKYRSDPAEHYGMZ-HVRDIXFZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H39NO3
Molecular Weight 485.70 g/mol
Exact Mass 485.29299411 g/mol
Topological Polar Surface Area (TPSA) 51.30 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.67
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4bR,6aS,12bS,12cS,14aS)-4b-deoxy-beta-aflatrem

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.6403 64.03%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6296 62.96%
OATP2B1 inhibitior - 0.8527 85.27%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.8815 88.15%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9873 98.73%
P-glycoprotein inhibitior + 0.8184 81.84%
P-glycoprotein substrate + 0.5920 59.20%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8608 86.08%
CYP3A4 inhibition - 0.7307 73.07%
CYP2C9 inhibition - 0.7594 75.94%
CYP2C19 inhibition - 0.6013 60.13%
CYP2D6 inhibition - 0.8643 86.43%
CYP1A2 inhibition + 0.7628 76.28%
CYP2C8 inhibition + 0.7171 71.71%
CYP inhibitory promiscuity + 0.5353 53.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5716 57.16%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.7129 71.29%
Skin corrosion - 0.9189 91.89%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7919 79.19%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7840 78.40%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5883 58.83%
Acute Oral Toxicity (c) III 0.5423 54.23%
Estrogen receptor binding + 0.8677 86.77%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding + 0.7135 71.35%
Glucocorticoid receptor binding + 0.8303 83.03%
Aromatase binding + 0.7638 76.38%
PPAR gamma + 0.6875 68.75%
Honey bee toxicity - 0.7044 70.44%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9966 99.66%

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 99.10% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.51% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.36% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.82% 93.40%
CHEMBL1951 P21397 Monoamine oxidase A 96.44% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.36% 93.99%
CHEMBL1902 P62942 FK506-binding protein 1A 95.22% 97.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.38% 92.94%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.31% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.10% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.92% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.90% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 90.66% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.24% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.26% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 86.83% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.69% 93.04%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.37% 94.62%
CHEMBL2581 P07339 Cathepsin D 84.56% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.09% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.79% 94.78%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.53% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.52% 97.25%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.09% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.99% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.31% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.09% 97.14%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.77% 98.00%

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.
Chrysobalanus icaco

Cross-Links

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PubChem 139585245
LOTUS LTS0275056
wikiData Q105151077