Sterequinone-F - Compound Card

Sterequinone-F

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Sterequinone-F

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles CC(=O)CCc1ccc2c(c1C)C(=O)c1c(C2=O)cccc1
InChI InChI=1S/C19H16O3/c1-11(20)7-8-13-9-10-16-17(12(13)2)19(22)15-6-4-3-5-14(15)18(16)21/h3-6,9-10H,7-8H2,1-2H3
InChIKey ATBNRRNSAIGYLC-UHFFFAOYSA-N
Formula C19H16O3
HBA 3
HBD 0
MW 292.33
Rotatable Bonds 3
TPSA 51.21
LogP 3.29
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 292.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Stereospermum zenkeri Bignoniaceae Plantae 260324

Showing of synonyms

  • Lenta BN, Weniger B, et al. (2007). Anthraquinones from the stem bark of Stereospermum zenkeri with antimicrobial activity.. Phytochemistry,2007, 68(11), 1595-1599. [View] [PubMed]
Pubchem: 5326346
Nmrshiftdb2: 30080339

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 292.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.64
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.42
Plasma Protein Binding
66.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
3.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.63
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.36
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.16
Micronucleos
Safe
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
4.15
Rat (Acute)
2.57
Rat (Chronic Oral)
2.01
Fathead Minnow
4.78
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
432.51
Hydration Free Energy
-7.25
Log(D) at pH=7.4
2.15
Log(P)
3.66
Log S
-5.11
Log(Vapor Pressure)
-7.7
Melting Point
154.68
pKa Acid
8.3
pKa Basic
5.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.9403
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9359
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9300
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9221
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9124
Cytochrome P450 2C19 P33261 CP2CJ_HUMAN Homo sapiens 3 0.9105
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.9084
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9075
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8977
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8960
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8938
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8933
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8874
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8863
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8845
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8796
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8766
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8759
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8699
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8661
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.8634
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8631
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8603
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8551
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8496
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8449
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8373
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.8352
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8321
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8288
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8286
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8208
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 3 0.8181
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8169
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8147
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8134
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.8117
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8099
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8073
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.8065
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8050
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 3 0.8042
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8041
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8027
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8021
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7995
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7994
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7950
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7937
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7937
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7932
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7896
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7881
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7870
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7854
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7848
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 2 0.7846
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7833
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7826
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7817
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7816
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7796
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7762
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7739
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7735
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7732
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7730
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7730
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7717
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7707
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7682
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7681
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7668
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7665
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7665
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7647
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7645
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.7640
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7637
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7626
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7614
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7605
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7596
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7595
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7585
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7584
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7555
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7549
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7541
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7535
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7531
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7520
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7517
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7516
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7513
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7511
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7511
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7511
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7509
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7507
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7499
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7497
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7475
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7469
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7439
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7437
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7437
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7415
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7405
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7387
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7373
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7372
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7360
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7360
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7357
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7351
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7350
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7346
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7343
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7325
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7322
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7304
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7302
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7287
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7277
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7262
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7262
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7254
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7249
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7247
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7244
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7232
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7231
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7229
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7213
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7207
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7205
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7203
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 2 0.7196
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7192
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7191
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7170
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 2 0.7158
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7146
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7146
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7145
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7145
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7145
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7136
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7132
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7128
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7123
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7118
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 2 0.7118
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7104
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7091
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7084
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7074
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7067
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7067
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7063
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7063
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7058
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7054
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7042
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7041
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7034
Genome polyprotein O93077 O93077_9HEPC Hepacivirus hominis 3 0.7033
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7032
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7032
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7024
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7022
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7010
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7006
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7005

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