Pectachol - Compound Card

Pectachol

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Pectachol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles COc1cc2ccc(=O)oc2c(c1OCC1C(=C)CCC2C1(C)CCC(C2(C)C)O)OC
InChI InChI=1S/C26H34O6/c1-15-7-9-19-25(2,3)20(27)11-12-26(19,4)17(15)14-31-23-18(29-5)13-16-8-10-21(28)32-22(16)24(23)30-6/h8,10,13,17,19-20,27H,1,7,9,11-12,14H2,2-6H3
InChIKey QISGCNZPAGFKFT-UHFFFAOYSA-N
Formula C26H34O6
HBA 6
HBD 1
MW 442.55
Rotatable Bonds 5
TPSA 78.13
LogP 4.96
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 442.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Brocchia cinerea Asteraceae Plantae 282208

Showing of synonyms

  • Greger H, Hofer O (1985). Sesquiterpene-coumarin ethers and polyacetylenes from Brocchia cinerea.. Phytochemistry,1985,24(1),85-88. [View]
Pubchem: 78178168
Chebi: 175561
Nmrshiftdb2: 70104833

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCC(=C)C2COc(cc3)cc(c34)oc(=O)cc4

Level: 1

Mol. Weight: 442.55 g/mol

Structure

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 442.55 g/mol

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 442.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.77
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.510
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.390
Plasma Protein Binding
54.57
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
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.480
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.780
Micronucleos
Safe
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
-61.890
Rat (Acute)
2.910
Rat (Chronic Oral)
1.550
Fathead Minnow
5.090
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
468.230
Hydration Free Energy
-2.940
Log(D) at pH=7.4
3.830
Log(P)
4.6
Log S
-5.03
Log(Vapor Pressure)
-7.93
Melting Point
130.29
pKa Acid
7.59
pKa Basic
5.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9296
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9296
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9156
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9156
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8907
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8907
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8721
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8721
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8702
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8702
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8671
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8671
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8657
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8657
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8473
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8473
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8311
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8311
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8257
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8257
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8245
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8245
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8092
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8092
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7915
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7915
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7871
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7871
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7867
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7867
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7867
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.7867
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7859
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7859
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7844
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7844
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7834
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7834
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7784
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7784
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7764
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7764
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7703
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7703
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7686
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7686
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7629
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7629
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7618
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7618
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7606
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7606
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7563
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7563
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7529
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7529
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7517
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7517
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7497
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7497
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7473
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7473
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7460
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7460
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7435
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7435
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7425
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7425
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7414
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7414
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7411
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7411
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7392
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7392
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7371
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7371
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7331
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7331
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7281
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7281
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7273
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7273
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7269
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7269
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7269
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7269
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7262
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7262
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7227
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7227
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7211
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7211
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7185
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7185
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7154
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 4 0.7154
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7099
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7099
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7096
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7096
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7059
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7059
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7046
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7046
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7044
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7044
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7031
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7031
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7030
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7030
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7018
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7018
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7018
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7018
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7014
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7014

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