Sargassaceae meroditerpenoid 5 - Compound Card

Sargassaceae meroditerpenoid 5

Select a section from the left sidebar

Sargassaceae meroditerpenoid 5

Structure
Zoomed Structure
  • Family: Chromista - Sargassaceae-Fucaceae
  • Kingdom: Chromista
  • Class: Terpenoid
    • Subclass: Meroditerpenoid Derivative
Canonical Smiles CC1=C(CC(O)(C)C)C(=O)[C@@]2([C@](C1)(C)CCC2)C
InChI InChI=1S/C16H26O2/c1-11-9-15(4)7-6-8-16(15,5)13(17)12(11)10-14(2,3)18/h18H,6-10H2,1-5H3/t15-,16-/m1/s1
InChIKey WZZYQRAVLUJPDZ-HZPDHXFCSA-N
Formula C16H26O2
HBA 2
HBD 1
MW 250.38
Rotatable Bonds 2
TPSA 37.3
LogP 3.63
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 250.19
Number of Lipinski Rule Violations 0
# 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: 25156424
Nmrshiftdb2: 60043627

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CC=CC2=O

Level: 0

Mol. Weight: 250.38 g/mol

Antibacterial
Antifouling

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.34
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.57
Plasma Protein Binding
67.58
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-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
12.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.76
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.28
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.71
Micronucleos
Safe
NR-AhR
Safe
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
Safe
T. Pyriformis
0.86
Rat (Acute)
1.96
Rat (Chronic Oral)
1.62
Fathead Minnow
3.9
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
308.1
Hydration Free Energy
-4.49
Log(D) at pH=7.4
3.03
Log(P)
3.52
Log S
-2.93
Log(Vapor Pressure)
-4.11
Melting Point
119.22
pKa Acid
10.62
pKa Basic
5.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9106
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9106
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8332
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8332
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8204
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8204
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8133
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.8133
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7852
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7852
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7840
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7840
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7743
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7743
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7709
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7709
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7661
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7661
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7540
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7540
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7518
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7518
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7478
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7478
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7438
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7407
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7407
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7404
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7404
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7342
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7342
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7316
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7316
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7314
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7314
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7254
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7254
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7237
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7237
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7197
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7197
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7153
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7153
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7152
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7152
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7134
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7134
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7128
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7128
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7123
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7123
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7102
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7102
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7074
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7074
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7048
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7048
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7038
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7038
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7037
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7037
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7025
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7025

Download SDF