Dorsmanin C - Compound Card

Dorsmanin C

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Dorsmanin C

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Geranylated Flavanone
Canonical Smiles C/C(=C\Cc1c2OC(C)(C)C=Cc2c2c(c1O)c(=O)c(c(o2)c1ccc(c(c1)O)O)O)/CCC=C(C)C
InChI InChI=1S/C30H32O7/c1-16(2)7-6-8-17(3)9-11-19-24(33)23-25(34)26(35)27(18-10-12-21(31)22(32)15-18)36-29(23)20-13-14-30(4,5)37-28(19)20/h7,9-10,12-15,31-33,35H,6,8,11H2,1-5H3/b17-9+
InChIKey HHAZEOQNUWGOLG-RQZCQDPDSA-N
Formula C30H32O7
HBA 7
HBD 4
MW 504.58
Rotatable Bonds 6
TPSA 120.36
LogP 6.7
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 504.21
Number of Lipinski Rule Violations 2
# 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]

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(cc2)c1c(c23)oc(cc3=O)-c4ccccc4

Level: 1

Mol. Weight: 504.58 g/mol

Structure

SMILES: O=c1ccoc(c12)c3c(cc2)OCC=C3

Level: 0

Mol. Weight: 504.58 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 504.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.94
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.23
Plasma Protein Binding
88.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.93
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.78
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
-575.72
Rat (Acute)
2.4
Rat (Chronic Oral)
2.71
Fathead Minnow
7.26
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
578.61
Hydration Free Energy
-3.27
Log(D) at pH=7.4
3.97
Log(P)
6.76
Log S
-6.68
Log(Vapor Pressure)
-9.96
Melting Point
230.6
pKa Acid
7.07
pKa Basic
5.82
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9666
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.9303
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9238
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9224
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8974
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8921
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8897
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8874
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8813
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8751
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8742
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8695
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8673
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8664
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8547
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8536
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8503
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8485
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8442
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8419
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8395
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8393
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8292
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8291
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8278
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8270
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8249
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8221
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8166
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8141
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8107
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8077
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8073
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8054
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8032
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8028
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8019
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7988
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7985
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7985
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7970
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7949
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7931
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7910
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7908
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7893
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7861
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7859
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7842
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7831
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7791
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7783
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7782
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7773
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7770
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7753
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7718
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7707
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7702
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7696
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7688
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7678
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7674
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7671
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7630
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7625
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7622
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7620
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7601
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7594
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7594
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7589
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7586
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7578
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7576
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7562
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7546
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7546
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7544
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7530
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7515
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7513
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7513
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7497
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7488
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7465
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7446
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7433
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7428
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7420
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7415
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7411
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7406
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7392
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7369
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7352
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7347
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7346
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7346
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7340
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7334
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7332
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7327
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7317
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7310
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7307
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7293
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7287
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7250
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7247
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7241
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7241
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7239
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7235
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7220
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7201
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7187
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7175
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7173
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7169
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7168
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7158
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7137
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7135
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7111
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7105
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7086
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7082
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7078
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7075
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7073
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7066
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7066
5-cytosine DNA methyltransferase Q6Q386 Q6Q386_ENTHI Entamoeba histolytica 4 0.7045
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7040
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7040
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7031
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7030
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7025
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7024
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7013
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7013
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7009
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7007

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