Ouratein D - Compound Card

Ouratein D

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Ouratein D

Structure
Zoomed Structure
  • Family: Plantae - Ochnaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Biflavanone
Canonical Smiles COc1ccc(cc1)[C@H]1Oc2cc(OC)cc(c2C(=O)[C@@H]1[C@@H]1[C@H](Oc2c(C1=O)c(O)cc(c2)OC)c1ccc(cc1)O)O
InChI InChI=1S/C33H28O10/c1-39-19-10-6-17(7-11-19)33-29(31(38)27-23(36)13-21(41-3)15-25(27)43-33)28-30(37)26-22(35)12-20(40-2)14-24(26)42-32(28)16-4-8-18(34)9-5-16/h4-15,28-29,32-36H,1-3H3/t28-,29-,32+,33+/m0/s1
InChIKey KMDRXINLUSSLBZ-RYNFHTSCSA-N
Formula C33H28O10
HBA 10
HBD 3
MW 584.58
Rotatable Bonds 6
TPSA 140.98
LogP 5.39
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 584.17
Number of Lipinski Rule Violations 2
# 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]
Pubchem: 164609898
CPRiL: 92318
Structure

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)C(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 3

Mol. Weight: 584.58 g/mol

Structure

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)C(C4=O)COc(c45)cccc5

Level: 2

Mol. Weight: 584.58 g/mol

Structure

SMILES: c1cccc(c12)OCC(C2=O)C(C3=O)COc(c34)cccc4

Level: 1

Mol. Weight: 584.58 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 584.58 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 584.58 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 584.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.580
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
14.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.600
Plasma Protein Binding
85.78
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.120
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.930
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.570
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.020
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
Toxic
T. Pyriformis
-28071.280
Rat (Acute)
2.590
Rat (Chronic Oral)
3.470
Fathead Minnow
57.480
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
401.980
Hydration Free Energy
-2.920
Log(D) at pH=7.4
5.240
Log(P)
5.75
Log S
-9.01
Log(Vapor Pressure)
-14.14
Melting Point
233.92
pKa Acid
7.72
pKa Basic
-0.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9394
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.9163
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8989
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8802
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8708
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8707
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8433
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8423
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8422
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.8350
Geranylgeranyl transferase type-2 subunit alpha Q08602 PGTA_RAT Rattus norvegicus 3 0.8228
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8203
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.8196
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.8174
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8127
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8110
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.8083
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8038
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7960
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7954
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7946
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7922
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7869
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7858
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7810
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7772
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7753
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7700
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7694
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7659
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7613
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7611
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7604
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7601
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7597
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7560
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7553
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7550
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7533
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7503
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7472
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7446
Polymerase basic protein 2 Q2LG68 Q2LG68_9INFA Influenza A virus) 4 0.7408
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7408
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7406
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 2 0.7394
Orf1ab polyprotein Q6T1E9 Q6T1E9_CVHSA SARS coronavirus CUHK-L2 3 0.7391
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7385
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7345
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7339
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7323
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7317
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7311
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7292
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7284
Genome polyprotein Q99AU2 Q99AU2_9HEPC Hepatitis C virus subtype 1b 3 0.7276
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7266
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7260
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7256
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7238
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7233
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7197
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7183
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7162
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7161
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7130
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7128
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7126
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7115
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7109
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7102
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7071
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7064
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7059
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7045
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7024
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7022
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7012
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7003

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