Argaminolic B - Compound Card

Argaminolic B

Select a section from the left sidebar

Argaminolic B

Structure
Zoomed Structure
  • Family: Sapotaceae
  • Kingdom: Plantae
  • Class: Amino Phenolic
Canonical Smiles COC(=O)C[C@@H]1CCC(=O)Oc2c(N1)cc(cc2)C(=O)O
InChI InChI=1S/C14H15NO6/c1-20-13(17)7-9-3-5-12(16)21-11-4-2-8(14(18)19)6-10(11)15-9/h2,4,6,9,15H,3,5,7H2,1H3,(H,18,19)/t9-/m0/s1
InChIKey IBGJLDKOSKHFMF-VIFPVBQESA-N
Formula C14H15NO6
HBA 6
HBD 2
MW 293.28
Rotatable Bonds 3
TPSA 101.93
LogP 1.43
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 293.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Argania spinosa Sapotaceae Plantae 2945705

Showing of synonyms

  • Klika KD, Khallouki F, et al. (2015). Carboxy methyl and carboxy analogs argaminolics B and C. Records of Natural Products,2015,9(4),597-602. [View]
Pubchem: 162901611

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(=O)CCCN2

Level: 0

Mol. Weight: 177.2 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.22
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.490
Plasma Protein Binding
46.84
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.670
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.130
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.000
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.400
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.920
Rat (Acute)
1.960
Rat (Chronic Oral)
3.010
Fathead Minnow
3.880
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
391.910
Hydration Free Energy
-11.250
Log(D) at pH=7.4
-0.570
Log(P)
0.87
Log S
-3.0
Log(Vapor Pressure)
-7.57
Melting Point
194.8
pKa Acid
6.0
pKa Basic
5.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9459
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9459
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9192
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9192
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9178
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9178
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9016
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9016
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8952
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8952
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8937
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8937
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8915
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8915
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8880
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8880
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8850
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8850
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8772
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8772
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8662
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8662
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8596
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8596
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8525
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8525
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8488
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8488
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 3 0.8343
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 3 0.8343
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8338
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8338
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8312
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8312
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8264
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8264
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8238
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8238
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8192
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8192
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8127
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8127
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8124
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8124
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.8072
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.8072
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7950
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7950
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7926
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7926
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7920
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7920
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7830
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7830
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7810
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7810
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7801
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7801
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7771
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7771
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7658
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7658
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7597
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7597
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7568
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7568
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7526
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7526
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7523
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7523
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7514
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7514
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7504
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7504
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 4 0.7498
3-oxoacyl-[acyl-carrier-protein] synthase 2 P0AAI5 FABF_ECOLI Escherichia coli 4 0.7498
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7496
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7496
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7431
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7431
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7425
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7425
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7424
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7424
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7415
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7415
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7399
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7399
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7384
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7384
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7381
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7381
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7379
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7379
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7370
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7370
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7369
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7369
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7357
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7357
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7338
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7338
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7284
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7284
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7272
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7272
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7267
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7267
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7243
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7243
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7235
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7235
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7229
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7229
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7206
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7206
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7193
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7193
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7182
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7182
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7143
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7143
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7136
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7136
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7111
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7111
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7108
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7108
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7096
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7096
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7081
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7081
Shikimate kinase P9WPY3 AROK_MYCTU Mycobacterium tuberculosis 3 0.7078
Shikimate kinase P9WPY3 AROK_MYCTU Mycobacterium tuberculosis 3 0.7078
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7074
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7074
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7073
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7073
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7064
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7064
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7060
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7060
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 3 0.7057
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 3 0.7057
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7056
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7056
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7030
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7030
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7013
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7013
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7009
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7009
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7007
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7007

Download SDF