Beta-sorigenin - Compound Card

Beta-sorigenin

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Beta-sorigenin

Structure
Zoomed Structure
  • Family: Plantae - Rhamnaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles O=C1OCc2c1c(O)c1c(c2)cccc1O
InChI InChI=1S/C12H8O4/c13-8-3-1-2-6-4-7-5-16-12(15)10(7)11(14)9(6)8/h1-4,13-14H,5H2
InChIKey JDGOEFZZYBWLFE-UHFFFAOYSA-N
Formula C12H8O4
HBA 4
HBD 2
MW 216.19
Rotatable Bonds 0
TPSA 66.76
LogP 1.92
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.08
Exact Mass 216.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rhamnus prinoides Rhamnaceae Plantae 280022

Showing of synonyms

  • Abegaz BM, Kebede T. (1995). Geshoidin: A bitter principle of Rhamnus prinoides and other constituents of the leaves. Bulletin of the Chemical Society of Ethiopia,1995,9(2),107-114. [View] [PubMed]
Pubchem: 12442905
Nmrshiftdb2: 60076500

No compound-protein relationship available.

Structure

SMILES: O=C1OCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 216.19 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
52.84
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
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.71
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.33
Micronucleos
Toxic
NR-AhR
Toxic
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
3.88
Rat (Acute)
2.21
Rat (Chronic Oral)
2.69
Fathead Minnow
4.18
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
376.57
Hydration Free Energy
-10.98
Log(D) at pH=7.4
2.74
Log(P)
1.85
Log S
-3.1
Log(Vapor Pressure)
-6.37
Melting Point
202.96
pKa Acid
7.16
pKa Basic
5.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9171
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9171
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8984
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8984
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8980
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8980
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8804
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8804
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8797
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8797
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8786
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8786
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8736
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8736
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8731
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8731
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8701
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8701
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8599
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8599
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8544
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8544
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8329
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8329
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8309
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8309
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8298
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8298
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8248
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8248
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8223
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8223
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8172
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8172
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8108
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8108
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8071
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8071
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8041
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8041
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8021
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8021
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.8009
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 4 0.8009
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7996
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7996
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7980
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7980
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7964
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7964
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7925
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7925
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7884
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7884
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7866
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7866
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7837
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7837
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7763
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7763
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7741
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7741
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7729
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7729
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7690
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7690
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7652
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7652
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7644
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7644
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7627
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7627
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7609
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7609
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7553
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7553
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7540
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7540
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7534
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7534
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7515
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7515
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 3 0.7503
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 3 0.7503
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7459
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7459
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7424
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7424
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7382
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7382
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7359
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7359
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7336
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7336
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7325
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7325
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7286
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7286
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7283
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7283
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7281
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7281
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7278
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7278
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7245
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7245
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7237
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7237
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7232
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7232
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7223
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7223
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7202
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7202
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7200
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7200
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7193
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7193
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7186
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7186
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7148
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7148
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7141
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7141
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7130
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7130
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7129
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7129
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7118
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7118
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7118
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7118
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7115
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7115
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7105
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7105
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 3 0.7100
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 3 0.7100
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7095
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7095
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7090
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7090
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7079
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7079
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7078
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7078
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7075
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7075
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7065
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7065
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7055
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7055
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7043
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7043
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7040
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7040
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7010
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7010
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7009
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7009
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7005
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7005
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7003
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7003
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7000
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7000

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