Feroxidin - Compound Card

Feroxidin

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Feroxidin

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles O[C@@H]1C[C@@H](C)c2c(C1)cc(cc2O)O
InChI InChI=1S/C11H14O3/c1-6-2-8(12)3-7-4-9(13)5-10(14)11(6)7/h4-6,8,12-14H,2-3H2,1H3/t6-,8-/m1/s1
InChIKey WEHCLKPVYGSJHR-HTRCEHHLSA-N
Formula C11H14O3
HBA 3
HBD 3
MW 194.23
Rotatable Bonds 0
TPSA 60.69
LogP 1.51
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 194.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe ferox Asphodelaceae Plantae 117798

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]
Pubchem: 14729460
Nmrshiftdb2: 70116439

No compound-protein relationship available.

Structure

SMILES: C1CCCc(c12)cccc2

Level: 0

Mol. Weight: 132.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.37
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.34
Plasma Protein Binding
48.79
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
12.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-1.4
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.13
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
-0.2
Rat (Acute)
2.16
Rat (Chronic Oral)
2.67
Fathead Minnow
3.81
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
325.0
Hydration Free Energy
-11.18
Log(D) at pH=7.4
0.95
Log(P)
0.93
Log S
-1.3
Log(Vapor Pressure)
-4.78
Melting Point
166.2
pKa Acid
9.64
pKa Basic
5.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9572
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9572
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.9344
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.9344
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9307
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9307
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9256
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9256
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9154
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9154
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9136
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9136
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9050
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9050
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9016
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9016
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9003
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9003
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8970
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8970
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8962
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8962
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8922
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8922
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8918
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8918
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8882
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8882
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8835
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8835
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8785
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8785
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8670
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8670
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8597
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8597
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8585
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8585
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8571
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8571
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8514
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8514
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8388
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8388
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8382
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8382
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8374
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8374
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8316
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8316
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.8310
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.8310
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8194
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8194
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8168
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8168
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8142
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8142
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8028
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8028
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7957
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7957
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7923
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7923
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7897
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 3 0.7897
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7897
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 3 0.7897
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7896
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7896
Threonine synthase 1, chloroplastic Q9S7B5 THRC1_ARATH Arabidopsis thaliana 3 0.7893
Threonine synthase 1, chloroplastic Q9S7B5 THRC1_ARATH Arabidopsis thaliana 3 0.7893
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7870
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7870
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7863
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7863
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7853
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7853
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7846
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7846
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7811
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7811
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7806
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7806
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7790
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7790
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7770
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7770
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7714
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7714
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7690
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7690
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7681
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7681
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7679
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7679
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7648
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7648
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7616
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7616
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7611
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7611
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7591
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7591
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7566
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7566
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7551
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7551
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7455
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7455
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7406
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7406
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7404
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7404
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7403
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7403
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7379
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7379
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7363
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7363
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7355
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7355
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7314
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7314
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7289
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7289
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7265
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7265
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7253
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7253
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7252
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7252
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7236
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7236
43.2 kDa salivary protein Q5WPU9 Q5WPU9_LUTLO Lutzomyia longipalpis 3 0.7231
43.2 kDa salivary protein Q5WPU9 Q5WPU9_LUTLO Lutzomyia longipalpis 3 0.7231
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7218
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7218
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7207
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7207
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7203
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7203
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7202
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7202
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7188
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7188
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7183
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7183
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7167
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7167
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7156
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7156
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7135
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7135
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7103
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7103
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7089
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7089
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7088
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7088
Poly [ADP-ribose] polymerase 1 P26446 PARP1_CHICK Gallus gallus 3 0.7085
Poly [ADP-ribose] polymerase 1 P26446 PARP1_CHICK Gallus gallus 3 0.7085
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7042
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7042
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7033
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7033
CDP-alcohol phosphatidyltransferase AF-2299-like N-terminal domain-containing protein O27985 O27985_ARCFU Archaeoglobus fulgidus 4 0.7028
CDP-alcohol phosphatidyltransferase AF-2299-like N-terminal domain-containing protein O27985 O27985_ARCFU Archaeoglobus fulgidus 4 0.7028
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7026
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7026
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7022
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7022
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7018
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7018
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7013
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7013
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7010
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7010

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