6,7-(2'',2''-dimethylchromano)flavanone - Compound Card

6,7-(2'',2''-dimethylchromano)flavanone

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6,7-(2'',2''-dimethylchromano)flavanone

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles O=C1CC(Oc2c1c(O)c1c(c2)OC(CC1)(C)C)c1ccccc1
InChI InChI=1S/C20H20O4/c1-20(2)9-8-13-16(24-20)11-17-18(19(13)22)14(21)10-15(23-17)12-6-4-3-5-7-12/h3-7,11,15,22H,8-10H2,1-2H3
InChIKey CWNXCKZSLQBJOT-UHFFFAOYSA-N
Formula C20H20O4
HBA 4
HBD 1
MW 324.38
Rotatable Bonds 1
TPSA 55.76
LogP 4.2
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 324.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudarthria hookeri Leguminosae/Fabaceae Plantae 992776

Showing of synonyms

  • Tchamgoue J, Hafizur R, et al. (2016). Flavonoids and other constituents with insulin secretion activity from Pseudarthria hookeri. Phytochemistry Letters, 2016, 17, 181-186. [View]
Pubchem: 100991369

No compound-protein relationship available.

Structure

SMILES: O1CCCc(c2)c1cc(c23)OC(CC3=O)c4ccccc4

Level: 1

Mol. Weight: 324.38 g/mol

Structure

SMILES: O=C1CCOc(c12)cc3c(c2)CCCO3

Level: 0

Mol. Weight: 324.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 324.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.25
Plasma Protein Binding
68.62
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.7
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.43
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
3.21
Rat (Acute)
2.33
Rat (Chronic Oral)
1.79
Fathead Minnow
4.7
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
415.22
Hydration Free Energy
-8.99
Log(D) at pH=7.4
3.92
Log(P)
5.21
Log S
-5.03
Log(Vapor Pressure)
-8.16
Melting Point
144.94
pKa Acid
8.59
pKa Basic
5.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9213
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9199
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.9189
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9004
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8986
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8561
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8310
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 4 0.8275
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8261
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8196
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8151
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8139
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8078
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7961
Dipeptidyl peptidase 4 P22411 DPP4_PIG Sus scrofa 3 0.7913
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7857
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7833
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7829
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 3 0.7802
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7770
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7760
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7736
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7726
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7692
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7579
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7548
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.7540
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7537
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7471
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7428
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7404
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7402
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7365
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7340
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7305
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7252
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7246
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 2 0.7234
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7227
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7220
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7219
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7212
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7208
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7200
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7185
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7178
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7177
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7166
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7138
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7121
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7112
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7071
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7068
Glycylpeptide N-tetradecanoyltransferase A5K1A2 A5K1A2_PLAVS Plasmodium vivax 3 0.7051
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7027
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7014
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7002

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