Siderin - Compound Card

Siderin

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Siderin

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc(C)c2c(c1)oc(=O)cc2OC
InChI InChI=1S/C12H12O4/c1-7-4-8(14-2)5-10-12(7)9(15-3)6-11(13)16-10/h4-6H,1-3H3
InChIKey LLTOPKQGFAAMKH-UHFFFAOYSA-N
Formula C12H12O4
HBA 4
HBD 0
MW 220.22
Rotatable Bonds 2
TPSA 48.67
LogP 2.12
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 220.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas inflata Lamiaceae Plantae 483827

Showing of synonyms

  • Ele S, G/Yesus T, et al. (2007). Chemical studies of Leucas martinicensis. M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]
Pubchem: 185740
Nmrshiftdb2: 60064287

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 220.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.48
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.950
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
50.87
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.930
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.340
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.300
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.210
Micronucleos
Safe
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
3.630
Rat (Acute)
2.090
Rat (Chronic Oral)
1.860
Fathead Minnow
4.370
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
342.650
Hydration Free Energy
-8.970
Log(D) at pH=7.4
2.050
Log(P)
2.07
Log S
-3.16
Log(Vapor Pressure)
-4.42
Melting Point
139.29
pKa Acid
7.37
pKa Basic
2.68
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9725
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9725
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9646
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9646
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9595
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9595
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9587
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9587
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9585
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9585
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9521
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9521
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9510
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9510
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9468
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9468
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9455
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9455
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9396
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9396
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9375
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9375
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9353
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9353
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9285
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9285
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9256
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9256
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9206
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9206
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9204
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9204
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9073
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9073
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9011
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9011
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8998
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8998
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8993
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8993
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8943
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8943
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8821
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8821
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8497
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8497
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8462
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8462
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8386
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8386
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8384
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8384
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8383
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8383
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8370
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8370
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8368
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8368
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8364
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8364
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8216
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8216
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8210
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8210
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8121
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8121
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8075
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8075
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8064
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8064
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7940
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7940
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7910
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7910
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7735
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7735
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7657
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7657
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7620
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7620
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7597
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7597
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7558
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7558
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7548
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7548
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7537
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7537
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7505
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7505
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7466
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7466
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7464
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7464
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7423
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7423
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7309
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7309
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7305
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7305
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7292
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7292
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7274
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7274
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7269
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7269
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7224
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7224
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7192
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7192
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7155
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7155
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7100
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7100
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7094
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7094
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7064
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7064
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7060
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7060
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7056
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7056
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7055
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7055
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7050
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7050
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7037
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7037
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7022
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7022
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7019
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7019
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7017
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7017

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