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beta-Aflatrem

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 820a7237-69bb-4006-b26a-df154ad7c22b
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,4R,5S,16S,19S,23R)-19-hydroxy-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=C3C4(CCC5CC6=C(C5(C4(CCC3(O2)O1)C)C)NC7=C6C=C(C=C7)C(C)(C)C=C)O)C
SMILES (Isomeric) C[C@]12CC[C@]34C(=CC(=O)[C@H](O3)C(O4)(C)C)[C@@]1(CC[C@@H]5[C@@]2(C6=C(C5)C7=C(N6)C=CC(=C7)C(C)(C)C=C)C)O
InChI InChI=1S/C32H39NO4/c1-8-27(2,3)18-9-10-22-20(15-18)21-16-19-11-12-31(35)24-17-23(34)26-28(4,5)37-32(24,36-26)14-13-29(31,6)30(19,7)25(21)33-22/h8-10,15,17,19,26,33,35H,1,11-14,16H2,2-7H3/t19-,26-,29+,30+,31+,32-/m0/s1
InChI Key ONMXSHAELZXSPO-SDPXOEJRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H39NO4
Molecular Weight 501.70 g/mol
Exact Mass 501.28790873 g/mol
Topological Polar Surface Area (TPSA) 71.60 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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144446-23-1
Aflatrem B
1KBI5186B9
(1S,4R,5S,16S,19S,23R)-19-hydroxy-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
4H-3,15a-Epoxy-1-benzoxepino(6',7':6,7)indeno(1,2-b)indol-4-one, 10-(1,1-dimethyl-2-propenyl)-2,3,5b,6,7,7a,8,13,13b,13c,14,15-dodecahydro-5b-hydroxy-2,2,13b,13c-tetramethyl-, (3R,5bS,7aS,13bS,13cr,15aS)-
??-Aflatrem
.BETA.-AFLATREM
beta-Aflatrem, (+)-
UNII-1KBI5186B9
.BETA.-AFLATREM, (+)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 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 + 0.9859 98.59%
Caco-2 - 0.7129 71.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5026 50.26%
OATP2B1 inhibitior - 0.8531 85.31%
OATP1B1 inhibitior + 0.8367 83.67%
OATP1B3 inhibitior + 0.8911 89.11%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9782 97.82%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.6010 60.10%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8541 85.41%
CYP3A4 inhibition - 0.8333 83.33%
CYP2C9 inhibition - 0.8479 84.79%
CYP2C19 inhibition - 0.8469 84.69%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition + 0.7647 76.47%
CYP2C8 inhibition + 0.6892 68.92%
CYP inhibitory promiscuity - 0.7808 78.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4932 49.32%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.6716 67.16%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4205 42.05%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6019 60.19%
skin sensitisation - 0.7992 79.92%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6450 64.50%
Acute Oral Toxicity (c) III 0.5485 54.85%
Estrogen receptor binding + 0.8448 84.48%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding + 0.6848 68.48%
Glucocorticoid receptor binding + 0.8102 81.02%
Aromatase binding + 0.7885 78.85%
PPAR gamma + 0.6811 68.11%
Honey bee toxicity - 0.7737 77.37%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9942 99.42%

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 99.45% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.90% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 98.14% 83.82%
CHEMBL2039 P27338 Monoamine oxidase B 97.80% 92.51%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.20% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.33% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.14% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.65% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 94.80% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.37% 92.94%
CHEMBL1902 P62942 FK506-binding protein 1A 94.30% 97.05%
CHEMBL2581 P07339 Cathepsin D 93.14% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.96% 94.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.88% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.87% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.43% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.03% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.38% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.03% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.89% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.82% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 89.10% 96.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.61% 92.88%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.43% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.72% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.64% 99.23%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 83.61% 95.52%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.27% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.14% 97.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.62% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.45% 100.00%

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.
Lonicera macrantha

Cross-Links

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PubChem 90659015
NPASS NPC295738
LOTUS LTS0152955
wikiData Q27252539