Dorsamin F - Compound Card

Dorsamin F

Select a section from the left sidebar

Dorsamin F

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavanone
Canonical Smiles CC(=CCc1c2OC(Cc2c2c(c1O)C(=O)CC(O2)c1ccc(c(c1)O)O)C(O)(C)C)C
InChI InChI=1S/C25H28O7/c1-12(2)5-7-14-22(29)21-18(28)11-19(13-6-8-16(26)17(27)9-13)31-24(21)15-10-20(25(3,4)30)32-23(14)15/h5-6,8-9,19-20,26-27,29-30H,7,10-11H2,1-4H3
InChIKey FMVFFMVMWVSZRC-UHFFFAOYSA-N
Formula C25H28O7
HBA 7
HBD 4
MW 440.49
Rotatable Bonds 4
TPSA 116.45
LogP 4.09
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 440.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudarthria hookeri Leguminosae/Fabaceae Plantae 992776
2 Dorstenia mannii Moraceae Plantae 194258

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]
  • Ngadjui BT, Kouam SF, et al. (2000). Prenylated flavonoids from the aerial parts of Dorstenia mannii.. Phytochemistry,2000, 55(8), 915-919. [View] [PubMed]
Pubchem: 10527064

No compound-protein relationship available.

Structure

SMILES: C1COc(c12)ccc3c2OC(CC3=O)c4ccccc4

Level: 1

Mol. Weight: 440.49 g/mol

Structure

SMILES: C1COc(c12)ccc3c2OCCC3=O

Level: 0

Mol. Weight: 440.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 440.49 g/mol

Insulin secretory

Absorption

Caco-2 (logPapp)
-5.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.98
Plasma Protein Binding
52.94
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.7
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.23
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.5
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.29
Micronucleos
Toxic
NR-AhR
Safe
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
Safe
T. Pyriformis
-61.6
Rat (Acute)
2.2
Rat (Chronic Oral)
2.36
Fathead Minnow
5.02
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
510.82
Hydration Free Energy
-3.82
Log(D) at pH=7.4
2.85
Log(P)
4.18
Log S
-4.82
Log(Vapor Pressure)
-9.89
Melting Point
215.42
pKa Acid
7.44
pKa Basic
5.63
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 0.9430
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9375
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9366
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9320
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9164
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9087
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9048
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9029
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8742
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8728
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8721
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8698
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8666
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8654
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8561
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8536
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8481
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8468
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8363
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8346
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8322
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8310
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8308
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8275
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8245
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8167
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8105
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8082
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8064
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8048
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8010
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8006
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7964
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7947
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7893
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7888
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7861
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7848
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7846
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7835
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7803
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7741
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7731
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7680
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7623
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7609
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7565
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7564
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7513
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7511
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7470
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7460
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7459
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7456
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7413
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7404
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7390
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7379
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7379
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7370
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7361
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7360
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7334
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7319
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7317
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7280
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7271
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7246
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7243
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7238
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7236
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7229
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7207
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7184
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7184
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7183
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7175
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7161
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7160
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7150
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7145
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7139
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7124
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7120
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7119
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7117
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7112
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7096
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7095
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7094
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7089
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7089
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7089
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7086
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 4 0.7078
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7067
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7059
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7056
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7048
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7027
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7016
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7004

Download SDF