Pycnanthulignene C - Compound Card

Pycnanthulignene C

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Pycnanthulignene C

Structure
Zoomed Structure
  • Family: Plantae - Myristicaceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles COc1ccc(cc1)c1c(C)c(C)cc2c1cc1OCOc1c2
InChI InChI=1S/C20H18O3/c1-12-8-15-9-18-19(23-11-22-18)10-17(15)20(13(12)2)14-4-6-16(21-3)7-5-14/h4-10H,11H2,1-3H3
InChIKey HKIGNPHXMNCBCA-UHFFFAOYSA-N
Formula C20H18O3
HBA 3
HBD 0
MW 306.36
Rotatable Bonds 2
TPSA 27.69
LogP 4.86
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 306.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pycnanthus angolensis Myristicaceae Plantae 224864

Showing of synonyms

  • Kuete V, Nono EC, et al. (2011). Antimicrobial activities of the CH2Cl2-CH3OH (1:1) extracts and compounds from the roots and fruits of Pycnanthus angolensis (Myristicaceae).. Natural product research,2011, 25(4), 432-443. [View] [PubMed]
Pubchem: 46186377
Nmrshiftdb2: 70078097

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)cc3c(c2)c(ccc3)-c4ccccc4

Level: 1

Mol. Weight: 306.36 g/mol

Structure

SMILES: O1COc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 306.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 306.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.650
Plasma Protein Binding
78.39
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.770
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.530
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.430
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.990
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
4.100
Rat (Acute)
2.130
Rat (Chronic Oral)
1.690
Fathead Minnow
5.310
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
437.630
Hydration Free Energy
-7.050
Log(D) at pH=7.4
4.430
Log(P)
5.68
Log S
-5.98
Log(Vapor Pressure)
-7.01
Melting Point
132.24
pKa Acid
11.11
pKa Basic
1.22
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9450
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9301
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9229
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9219
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9134
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.9088
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.8978
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8717
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8660
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8652
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8638
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8631
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8617
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8552
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8516
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8457
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8392
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8391
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8359
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8326
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8310
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8298
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8296
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8283
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8219
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8217
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8208
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8207
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.8179
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8167
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8154
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8138
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8105
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8083
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8043
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8036
Glycylpeptide N-tetradecanoyltransferase A5K1A2 A5K1A2_PLAVS Plasmodium vivax 4 0.7980
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7957
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7879
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7870
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7840
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7823
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7820
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7818
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7792
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7782
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7773
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7735
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7727
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7701
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 4 0.7699
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7670
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7632
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7615
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7607
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7591
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7587
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7573
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7556
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7556
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7555
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7542
Albumin P02769 ALBU_BOVIN Bos taurus 3 0.7508
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7469
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7467
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7467
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7451
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7442
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7440
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7400
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7371
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7314
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7306
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7304
Biphenyl-2,3-diol 1,2-dioxygenase P47228 BPHC_PARXL Paraburkholderia xenovorans 3 0.7301
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7288
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7278
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7271
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7260
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7244
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7233
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7227
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7219
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.7210
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7210
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7207
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7200
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7189
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7188
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7183
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7166
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7163
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7153
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7147
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7146
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7144
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7128
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7123
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7101
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7096
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7090
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7080
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7074
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7068
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7050
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7049
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7041
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7018
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7018
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 3 0.7012

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