Cleomiscosin C - Compound Card

Cleomiscosin C

Select a section from the left sidebar

Cleomiscosin C

Structure
Zoomed Structure
  • Family: Euphorbiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles OC[C@H]1Oc2c(O[C@@H]1c1cc(OC)c(c(c1)OC)O)c(OC)cc1c2oc(=O)cc1
InChI InChI=1S/C21H20O9/c1-25-12-7-11(8-13(26-2)17(12)24)18-15(9-22)28-21-19-10(4-5-16(23)29-19)6-14(27-3)20(21)30-18/h4-8,15,18,22,24H,9H2,1-3H3/t15-,18-/m1/s1
InChIKey GZXPCBAETDEQAX-CRAIPNDOSA-N
Formula C21H20O9
HBA 9
HBD 2
MW 416.38
Rotatable Bonds 5
TPSA 116.82
LogP 2.4
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 416.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia bupleuroides Euphorbiaceae Plantae 1532838

Showing of synonyms

  • Aichour S, Haba H, et al. (2014). Terpenoids and other constituents from Euphorbia bupleuroides. Phytochemistry,2014,10,198-203. [View]
Pubchem: 11464176
Nmrshiftdb2: 60027356

No compound-protein relationship available.

Structure

SMILES: O=c(o1)ccc2ccc(c3c12)OC(CO3)c4ccccc4

Level: 1

Mol. Weight: 280.28 g/mol

Structure

SMILES: O1CCOc(c1c23)ccc2ccc(=O)o3

Level: 0

Mol. Weight: 204.18 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.770
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.93

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.440
Plasma Protein Binding
84.19
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
8.210
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.610
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.210
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.330
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
-35.670
Rat (Acute)
2.150
Rat (Chronic Oral)
2.240
Fathead Minnow
4.730
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
488.830
Hydration Free Energy
-4.870
Log(D) at pH=7.4
1.980
Log(P)
1.12
Log S
-3.99
Log(Vapor Pressure)
-8.6
Melting Point
196.15
pKa Acid
7.28
pKa Basic
0.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9184
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9184
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8999
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8999
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8969
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8969
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8967
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8967
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8850
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8850
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8694
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8694
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8671
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8671
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8608
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8608
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8495
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8495
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8458
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8458
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8387
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8387
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.8348
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.8348
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8341
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8341
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8247
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8247
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8246
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8246
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8225
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8225
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8174
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8174
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8130
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8130
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8123
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8123
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8056
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8056
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7922
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.7922
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7825
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7825
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7816
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7816
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7805
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7805
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7760
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7760
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7736
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7736
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7717
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7717
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7706
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7706
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7653
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7653
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7616
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7616
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7566
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7566
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7554
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7554
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7551
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7551
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7509
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7509
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7506
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7506
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7502
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7502
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7465
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7465
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7428
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7428
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7378
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7378
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7377
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7377
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7369
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7369
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7363
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7363
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7357
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7357
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7357
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7357
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7351
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7351
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7311
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7311
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7290
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7290
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7263
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7263
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7255
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7255
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7231
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7231
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7219
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7219
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7203
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7203
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7174
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7174
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.7162
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.7162
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7141
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7141
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7129
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7129
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7127
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7127
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7126
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7126
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7118
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7118
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7112
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7112
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7108
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7108
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7058
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7058
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7045
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7045
Bifunctional protein GAL10 P04397 GAL10_YEAST Saccharomyces cerevisiae 4 0.7026
Bifunctional protein GAL10 P04397 GAL10_YEAST Saccharomyces cerevisiae 4 0.7026
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7015
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7015
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7003
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7003

Download SDF