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Berkedrimane B

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 f1de86b3-073b-4100-841f-b68581a8539e
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(5aS,9S,9aR,9bS)-9b-hydroxy-6,6,9a-trimethyl-3-oxo-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-9-yl] (2S)-2-acetamido-3-methylbutanoate
SMILES (Canonical) CC(C)C(C(=O)OC1CCC(C2C1(C3(COC(=O)C3=CC2)O)C)(C)C)NC(=O)C
SMILES (Isomeric) CC(C)[C@@H](C(=O)O[C@H]1CCC([C@H]2[C@]1([C@]3(COC(=O)C3=CC2)O)C)(C)C)NC(=O)C
InChI InChI=1S/C22H33NO6/c1-12(2)17(23-13(3)24)19(26)29-16-9-10-20(4,5)15-8-7-14-18(25)28-11-22(14,27)21(15,16)6/h7,12,15-17,27H,8-11H2,1-6H3,(H,23,24)/t15-,16-,17-,21+,22+/m0/s1
InChI Key DFGYGTWTXGTQIC-FIOCPMRGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H33NO6
Molecular Weight 407.50 g/mol
Exact Mass 407.23078777 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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CHEMBL2011680
Rel-Berkedrimane B
SCHEMBL17307615
BDBM50379300

2D Structure

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2D Structure of Berkedrimane B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.5581 55.81%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7001 70.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.8700 87.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.5685 56.85%
P-glycoprotein inhibitior - 0.5193 51.93%
P-glycoprotein substrate - 0.5383 53.83%
CYP3A4 substrate + 0.6880 68.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9021 90.21%
CYP3A4 inhibition - 0.8319 83.19%
CYP2C9 inhibition - 0.7980 79.80%
CYP2C19 inhibition - 0.8393 83.93%
CYP2D6 inhibition - 0.9254 92.54%
CYP1A2 inhibition - 0.8344 83.44%
CYP2C8 inhibition - 0.6613 66.13%
CYP inhibitory promiscuity - 0.7448 74.48%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4406 44.06%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9485 94.85%
Skin irritation - 0.6300 63.00%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5961 59.61%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5480 54.80%
skin sensitisation - 0.8606 86.06%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7900 79.00%
Acute Oral Toxicity (c) III 0.6305 63.05%
Estrogen receptor binding + 0.6675 66.75%
Androgen receptor binding + 0.5947 59.47%
Thyroid receptor binding + 0.7132 71.32%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.6972 69.72%
PPAR gamma + 0.6542 65.42%
Honey bee toxicity - 0.8154 81.54%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9810 98.10%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.42% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.85% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL4072 P07858 Cathepsin B 95.21% 93.67%
CHEMBL4040 P28482 MAP kinase ERK2 93.28% 83.82%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.10% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 91.70% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.48% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.42% 96.09%
CHEMBL5028 O14672 ADAM10 90.97% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.68% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.18% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.48% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.45% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.34% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.20% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.04% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.27% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.24% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 85.22% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.73% 90.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.06% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.82% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.60% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.77% 100.00%
CHEMBL268 P43235 Cathepsin K 82.54% 96.85%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.77% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.80% 94.66%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.29% 96.47%

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.
There are no matching plants.

Cross-Links

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PubChem 51723030
LOTUS LTS0211308
wikiData Q75059442