Methyl-beta-peltatin B - Compound Card

Methyl-beta-peltatin B

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Methyl-beta-peltatin B

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2O
InChI InChI=1S/C22H22O8/c1-25-14-5-10(6-15(26-2)20(14)27-3)17-12-7-16-21(30-9-29-16)19(23)13(12)4-11-8-28-22(24)18(11)17/h5-7,11,17-18,23H,4,8-9H2,1-3H3/t11-,17+,18-/m0/s1
InChIKey HLBPOYVRLSXWJJ-PDSMFRHLSA-N
Formula C22H22O8
HBA 8
HBD 1
MW 414.41
Rotatable Bonds 4
TPSA 92.68
LogP 2.62
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 414.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717

Showing of synonyms

  • Barrero AF, Quılez del Moral JF, et al. (2003). Diterpenoids from Tetraclinis articulata that inhibit various human leukocyte functions. Journal of Natural Products,2003,66(6),844-850. [View] [PubMed]
Pubchem: 92122
Chebi: 74867
Nmrshiftdb2: 60061238
Metabolights: MTBLC74867
CPRiL: 409335
Structure

SMILES: O1COc(c12)cc3c(c2)C(C4C(C3)COC4=O)c5ccccc5

Level: 1

Mol. Weight: 414.41 g/mol

Structure

SMILES: O1COc(c12)cc3c(c2)CC4C(C3)COC4=O

Level: 0

Mol. Weight: 414.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 414.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.07
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.080
Plasma Protein Binding
72.61
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
15.460
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.480
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.490
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.440
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
-66.720
Rat (Acute)
2.190
Rat (Chronic Oral)
1.970
Fathead Minnow
5.030
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
486.530
Hydration Free Energy
-3.270
Log(D) at pH=7.4
2.330
Log(P)
2.4
Log S
-3.88
Log(Vapor Pressure)
-8.7
Melting Point
201.61
pKa Acid
8.14
pKa Basic
2.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.9346
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.9346
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9209
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9209
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.9137
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.9137
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9085
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9085
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9073
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9073
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9027
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9027
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9018
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9018
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8923
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8923
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8888
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8888
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8817
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8817
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8747
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8747
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8694
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8694
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8676
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8676
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8480
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8480
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8362
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8362
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8290
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8290
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8282
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8282
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8260
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8260
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8193
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8193
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8191
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8191
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8178
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8178
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8156
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8156
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8110
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8110
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8050
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8050
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8043
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8043
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8042
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8042
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7895
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7895
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7880
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7880
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7833
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7833
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7793
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7793
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7622
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7622
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7604
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7604
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7539
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7539
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7538
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7538
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7504
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7504
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7497
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7497
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7416
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7416
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7369
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7369
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7304
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7304
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7290
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7290
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7235
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7235
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7226
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7226
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7213
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7213
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7202
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7202
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7182
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7182
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7181
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7181
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7181
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7181
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7165
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7165
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7158
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7158
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 4 0.7149
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7149
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 4 0.7149
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7149
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7144
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7144
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7136
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7136
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7130
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7130
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7127
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7127
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7106
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7106
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7086
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7086
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7071
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7071
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7060
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7060
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7019
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7019

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