Holstiichalcone I - Compound Card

Holstiichalcone I

Select a section from the left sidebar

Holstiichalcone I

Structure
Zoomed Structure
  • Family: Plantae - Ochnaceae
  • Kingdom: Plantae
  • Class: Chalcone
    • Subclass: Bichalcone
Canonical Smiles CO[C@H]([C@@H]1[C@H]([C@H](O[C@H]1c1ccc(cc1O)O)c1ccc(cc1)O)C(=O)c1ccc(cc1O)O)c1ccc(cc1)O
InChI InChI=1S/C31H28O9/c1-39-29(16-2-6-18(32)7-3-16)27-26(28(38)22-12-10-20(34)14-24(22)36)30(17-4-8-19(33)9-5-17)40-31(27)23-13-11-21(35)15-25(23)37/h2-15,26-27,29-37H,1H3/t26-,27-,29-,30+,31-/m0/s1
InChIKey RPDAUIXXAWRRPL-OISJWWQFSA-N
Formula C31H28O9
HBA 9
HBD 6
MW 544.56
Rotatable Bonds 7
TPSA 156.91
LogP 5.24
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 544.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ochna holstii Ochnaceae Plantae 1389766

Showing of synonyms

  • Kalenga TM, Ndoile MM, et al. (2021). Biflavanones, Chalconoids, and Flavonoid Analogues from the Stem Bark of Ochna holstii. Journal of natural products,2021, 84(2), 364-372. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)C2C(Cc3ccccc3)C(c4ccccc4)OC2c5ccccc5

Level: 4

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2C(Cc3ccccc3)COC2c4ccccc4

Level: 3

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2C(Cc3ccccc3)C(OC2)c4ccccc4

Level: 3

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2C(c3ccccc3)OC(C2)c4ccccc4

Level: 3

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1CC2C(c3ccccc3)OC(C2)c4ccccc4

Level: 3

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2C(COC2)Cc3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2CC(OC2)c3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C(=O)C2C(OCC2)c3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1CC2CC(OC2)c3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1CC2C(OCC2)c3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1C2CCC(O2)c3ccccc3

Level: 2

Mol. Weight: 544.56 g/mol

Structure

SMILES: C1OCCC1C(=O)c2ccccc2

Level: 1

Mol. Weight: 544.56 g/mol

Structure

SMILES: C1OCCC1Cc2ccccc2

Level: 1

Mol. Weight: 544.56 g/mol

Structure

SMILES: O1CCCC1c2ccccc2

Level: 1

Mol. Weight: 544.56 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 544.56 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 544.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.06
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.990
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.210
Plasma Protein Binding
90.71
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.400
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.310
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.390
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.700
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-5590.080
Rat (Acute)
2.330
Rat (Chronic Oral)
3.140
Fathead Minnow
18.460
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
517.470
Hydration Free Energy
-3.050
Log(D) at pH=7.4
3.650
Log(P)
3.71
Log S
-5.89
Log(Vapor Pressure)
-9.54
Melting Point
230.57
pKa Acid
7.14
pKa Basic
7.72
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9218
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.9148
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9121
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8998
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8991
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8985
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8867
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8850
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8832
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8823
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8781
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8761
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8723
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8723
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8684
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8667
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.8598
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8558
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.8544
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8541
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8528
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8528
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8469
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8442
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8436
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8428
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8396
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8370
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8302
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8273
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8244
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8220
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8202
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8192
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8138
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8136
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8136
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8115
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8113
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8109
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8090
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8076
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.8057
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8052
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8043
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8032
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 4 0.7991
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7956
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7898
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7896
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7892
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7868
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7858
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.7846
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7837
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7826
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7817
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7810
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7805
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7804
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7762
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7753
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7696
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7685
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7680
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7676
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7673
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7673
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7661
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7627
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7618
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7602
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7582
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7576
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7575
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7545
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7531
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7530
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7521
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7516
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 4 0.7497
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7460
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7453
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.7452
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7440
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7437
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7437
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7436
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7407
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7403
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7381
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7379
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7370
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7354
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7353
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7353
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7352
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7350
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7337
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7275
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7250
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7244
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7229
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7219
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7217
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7215
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7187
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.7178
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7177
Polymerase acidic protein P03433 PA_I34A1 Influenza A virus 2 0.7174
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7172
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7169
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7161
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7147
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7141
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 4 0.7138
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7123
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7119
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7099
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7091
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7089
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7088
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7080
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7080
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7078
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7075
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7073
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7063
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7062
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7062
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7051
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7045
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7025
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7019
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7002
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7001

Download SDF