Dorsmanin H - Compound Card

Dorsmanin H

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Dorsmanin H

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Prenylated Flavanone
Canonical Smiles CC(=CCc1c(O)c(CC(C(=C)C)O)c2c(c1O)C(=O)C[C@H](O2)c1ccc(c(c1)O)O)C
InChI InChI=1S/C25H28O7/c1-12(2)5-7-15-23(30)16(10-18(27)13(3)4)25-22(24(15)31)20(29)11-21(32-25)14-6-8-17(26)19(28)9-14/h5-6,8-9,18,21,26-28,30-31H,3,7,10-11H2,1-2,4H3/t18?,21-/m0/s1
InChIKey AZJHCBAWHISFNV-ZYZRXSCRSA-N
Formula C25H28O7
HBA 7
HBD 5
MW 440.49
Rotatable Bonds 6
TPSA 127.45
LogP 4.2
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 440.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dorstenia mannii Moraceae Plantae 194258
2 Dorstenia mannii Moraceae Plantae 194258

Showing of synonyms

  • Ngadjui BT, Kouam SF, et al. (2000). Prenylated flavonoids from the aerial parts of Dorstenia mannii.. Phytochemistry,2000, 55(8), 915-919. [View] [PubMed]
  • 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: 42607995

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 440.49 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 440.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 440.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.4
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.12
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
75.0
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.71
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.75
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.07
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.2
Micronucleos
Toxic
NR-AhR
Safe
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
Safe
T. Pyriformis
-41.32
Rat (Acute)
2.4
Rat (Chronic Oral)
3.39
Fathead Minnow
4.84
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
516.91
Hydration Free Energy
-5.06
Log(D) at pH=7.4
2.24
Log(P)
4.52
Log S
-4.89
Log(Vapor Pressure)
-9.38
Melting Point
160.3
pKa Acid
7.59
pKa Basic
5.92
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9374
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9288
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9153
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9053
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9048
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9010
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8795
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8679
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8674
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8645
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8636
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8636
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8620
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8604
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8478
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8372
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8349
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8316
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8290
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8222
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8215
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8196
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8155
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.8122
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8097
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8049
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8046
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7992
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7977
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7951
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7926
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7923
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7900
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7893
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7892
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7892
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7890
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7817
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7780
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7747
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7720
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7717
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7715
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7714
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7696
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 5 0.7695
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7676
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7659
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7651
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7621
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7592
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7579
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7566
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7551
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7531
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7521
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7499
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7498
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7455
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7438
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7438
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7433
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7425
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7425
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7406
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7404
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7388
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7344
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7342
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7328
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7309
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7301
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7300
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7285
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7262
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7253
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7251
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7244
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7237
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7235
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7217
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7189
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7186
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7168
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7161
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 4 0.7155
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7149
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7149
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7147
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7144
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7142
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7134
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7130
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7108
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7108
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7103
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7102
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7100
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7084
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7066
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7057
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7052
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7050
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7049
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7045
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7045
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7044
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7034
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7032
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7027
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7025
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7023
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7017
L-aspartate semialdehyde sulfurtransferase Q57564 Y100_METJA Methanocaldococcus jannaschii 5 0.7007
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7006
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7003

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