Sargassaceae meroditerpenoid 5aS - Compound Card

Sargassaceae meroditerpenoid 5aS

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Sargassaceae meroditerpenoid 5aS

Structure
Zoomed Structure
  • Family: Chromista - Sargassaceae-Fucaceae
  • Kingdom: Chromista
  • Class: Terpenoid
    • Subclass: Meroditerpenoid Derivative
Canonical Smiles COC(C(F)(F)F)(c1ccccc1)C(=O)O[C@@H]1C(=C(C)C[C@@]2([C@]1(C)CCC2)C)CC(O)(C)C
InChI InChI=1S/C26H35F3O4/c1-17-15-23(4)13-10-14-24(23,5)20(19(17)16-22(2,3)31)33-21(30)25(32-6,26(27,28)29)18-11-8-7-9-12-18/h7-9,11-12,20,31H,10,13-16H2,1-6H3/t20-,23-,24-,25?/m1/s1
InChIKey RWQNFGJJVUEJCS-ONPWFUERSA-N
Formula C26H35F3O4
HBA 4
HBD 1
MW 468.56
Rotatable Bonds 6
TPSA 55.76
LogP 6.08
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 468.25
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cystoseira baccata Sargassaceae-Fucaceae Chromista 2823494

Showing of synonyms

  • Mokrini R, Mesaoud MB, et al. (2008). Meroditerpenoids and derivatives from the brown alga Cystoseira baccata and their antifouling properties. Journal of Natural Products,2008,71(11),1806-1181. [View] [PubMed]
Pubchem: 162817094

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(=O)OC2C=CCC(C23)CCC3

Level: 1

Mol. Weight: 468.56 g/mol

Structure

SMILES: C1CCC(C12)CC=CC2

Level: 0

Mol. Weight: 468.56 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 468.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.32
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.610
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.630
Plasma Protein Binding
96.44
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.890
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.470
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.190
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.480
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
-51.530
Rat (Acute)
3.330
Rat (Chronic Oral)
1.920
Fathead Minnow
4.660
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
390.360
Hydration Free Energy
-2.860
Log(D) at pH=7.4
4.770
Log(P)
5.49
Log S
-6.15
Log(Vapor Pressure)
-6.3
Melting Point
116.62
pKa Acid
8.32
pKa Basic
5.73
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8652
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8652
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8291
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8291
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8123
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8123
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8019
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8019
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7949
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7949
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7936
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7936
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7740
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7740
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7739
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7739
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7707
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7707
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7653
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7653
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7634
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7634
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7481
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7481
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7458
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7458
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7397
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7397
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7391
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7391
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7315
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7315
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7300
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7300
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7296
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7296
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7273
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7273
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7201
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7201
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7198
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7198
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7193
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7193
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7178
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7178
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7172
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7172
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7146
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7146
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7130
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7130
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7118
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7118
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7117
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7117
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7070
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7070
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7048
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7048
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7044
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7044
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7016
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7016
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7010
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7010

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