5,4′-dihydroxy-4′′,4′′-dimethyl-5′′-methyl-5”-H- dihydrofuruno[2′′,3′′:6,7]flavanone - Compound Card

5,4′-dihydroxy-4′′,4′′-dimethyl-5′′-methyl-5”-H- dihydrofuruno[2′′,3′′:6,7]flavanone

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5,4′-dihydroxy-4′′,4′′-dimethyl-5′′-methyl-5”-H- dihydrofuruno[2′′,3′′:6,7]flavanone

Structure
Zoomed Structure
  • Family: Plantae - Dipterocarpaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)C1CC(=O)c2c(O1)cc1c(c2O)C(C(O1)C)(C)C
InChI InChI=1S/C20H20O5/c1-10-20(2,3)18-16(24-10)9-15-17(19(18)23)13(22)8-14(25-15)11-4-6-12(21)7-5-11/h4-7,9-10,14,21,23H,8H2,1-3H3
InChIKey MNHSEANWZYLOHY-UHFFFAOYSA-N
Formula C20H20O5
HBA 5
HBD 2
MW 340.38
Rotatable Bonds 1
TPSA 75.99
LogP 3.86
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 340.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Monotes kerstingii Dipterocarpaceae Plantae 2029430

Showing of synonyms

  • Fotso GW, Mogue Kamdem L, et al. (2019). Antimicrobial secondary metabolites from the stem barks and leaves of Monotes kerstingii Gilg (Dipterocarpaceae).. Fitoterapia,2019, 137, 104239. [View] [PubMed]
Pubchem: 85224524

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)cc3c(c2)C(=O)CC(O3)c4ccccc4

Level: 1

Mol. Weight: 340.38 g/mol

Structure

SMILES: C1COc(c12)cc3c(c2)C(=O)CCO3

Level: 0

Mol. Weight: 340.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 340.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.680
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.180
Plasma Protein Binding
57.05
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
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
8.520
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.170
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.600
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.720
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
2.580
Rat (Acute)
2.160
Rat (Chronic Oral)
2.100
Fathead Minnow
4.730
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
432.640
Hydration Free Energy
-9.500
Log(D) at pH=7.4
3.670
Log(P)
3.85
Log S
-5.76
Log(Vapor Pressure)
-8.23
Melting Point
181.97
pKa Acid
7.98
pKa Basic
4.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9451
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9251
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.9182
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8929
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8716
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8463
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8363
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8057
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7710
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7701
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7594
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7590
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7487
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7486
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7485
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7482
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7467
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7436
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7335
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7331
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7290
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7254
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7160
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7141
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7127
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7115
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7097
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7097
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7040

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