Carumoside - Compound Card

Carumoside

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Carumoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Furanocoumarin Glycoside
Canonical Smiles OC[C@H]1OC(Oc2c3ccoc3c(c3c2ccc(=O)o3)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C18H18O10/c1-24-17-15-8(4-5-25-15)14(7-2-3-10(20)27-16(7)17)28-18-13(23)12(22)11(21)9(6-19)26-18/h2-5,9,11-13,18-19,21-23H,6H2,1H3/t9-,11-,12+,13-,18?/m1/s1
InChIKey KYRQDWWGEOQECX-MSSMMTGSSA-N
Formula C18H18O10
HBA 10
HBD 4
MW 394.33
Rotatable Bonds 4
TPSA 151.96
LogP -0.27
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.39
Exact Mass 394.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Carum montanum Apiaceae Plantae 1981248

Showing of synonyms

  • Benahmed M, Akkal S, et al. (2006). A new furanocoumarin glycoside from Carum montanum (Apiaceae). Biochemical Systematics and Ecology,2006,34,645-647. [View]
Pubchem: 162855867

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)cc3c(ccc(=O)o3)c2OC4CCCCO4

Level: 1

Mol. Weight: 394.33 g/mol

Structure

SMILES: c1coc(c12)cc3c(c2)ccc(=O)o3

Level: 0

Mol. Weight: 394.33 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 394.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.03
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
80.29
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
9.35
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.6
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.31
Micronucleos
Toxic
NR-AhR
Toxic
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
-17.38
Rat (Acute)
2.31
Rat (Chronic Oral)
3.94
Fathead Minnow
4.12
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
526.66
Hydration Free Energy
-10.31
Log(D) at pH=7.4
0.25
Log(P)
-0.56
Log S
-2.78
Log(Vapor Pressure)
-11.91
Melting Point
185.6
pKa Acid
5.29
pKa Basic
5.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9025
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9025
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8677
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8677
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8521
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8521
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8309
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8309
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8200
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8200
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8107
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8107
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8066
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8066
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8008
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8008
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7911
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7911
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7782
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7782
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7740
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7740
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7722
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7722
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7722
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7722
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7620
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7620
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7594
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7594
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7548
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7548
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7523
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7523
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7455
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7455
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7432
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7432
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7419
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7419
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7383
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7383
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7346
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7346
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7297
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7297
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7230
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7230
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7208
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7208
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7170
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7170
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7165
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7165
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7109
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7109
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7096
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7096
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7053
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7053
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7027
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7027
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7012
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7012

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