Globularicisin - Compound Card

Globularicisin

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Globularicisin

Structure
Zoomed Structure
  • Family: Plantae - Globulariaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(COC(=O)/C=C\c4ccccc4)O[C@H]2[C@H]3O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C24H28O11/c25-10-14-18(28)19(29)20(30)23(33-14)34-22-16-13(8-9-31-22)17(27)21-24(16,35-21)11-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6-/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1
InChIKey SCIGYBYAZUFDLA-KRQBOUTOSA-N
Formula C24H28O11
HBA 11
HBD 5
MW 492.48
Rotatable Bonds 7
TPSA 167.67
LogP -1.33
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 492.16
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Globularia alypum Globulariaceae Plantae 1533088

Showing of synonyms

  • Es-Safi NE, Khlifi S, et al. (2006). Iridoid glucosides from the aerial parts of Globularia alypum L. (Globulariaceae). Chemical and Pharmaceutical Bulletin,2006,54(1),85-88. [View] [PubMed]
Pubchem: 21603202
Nmrshiftdb2: 60072231

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OCC23C(O3)CC4C2C(OC=C4)OC5CCCCO5

Level: 2

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC23C(O3)CC4C2COC=C4

Level: 1

Mol. Weight: 492.48 g/mol

Structure

SMILES: C12C(O2)CC3C1C(OC=C3)OC4CCCCO4

Level: 1

Mol. Weight: 492.48 g/mol

Structure

SMILES: C12C(O2)CC3C1COC=C3

Level: 0

Mol. Weight: 492.48 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 492.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
43.13
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.420
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.720
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.650
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.440
Micronucleos
Toxic
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
-758.770
Rat (Acute)
3.180
Rat (Chronic Oral)
3.380
Fathead Minnow
3.170
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
524.640
Hydration Free Energy
-3.180
Log(D) at pH=7.4
0.000
Log(P)
-0.2
Log S
-2.15
Log(Vapor Pressure)
-12.67
Melting Point
126.57
pKa Acid
4.69
pKa Basic
2.72
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 0.9103
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9103
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8355
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8355
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8208
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8208
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8129
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8129
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8041
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8041
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7982
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7982
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7969
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7969
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7680
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7680
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7603
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7603
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7595
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7595
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7555
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7555
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7499
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7499
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7472
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7472
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 2 0.7429
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 2 0.7429
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7415
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7415
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7363
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7363
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7353
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7353
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7344
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7344
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7335
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7335
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7280
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7280
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7191
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7191
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7185
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7185
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7148
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7148
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7132
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7132
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7119
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7119
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7107
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7107
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7104
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7104
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7100
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7100
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7096
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7096
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7078
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7078

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