Drimiopsin A - Compound Card

Drimiopsin A

Select a section from the left sidebar

Drimiopsin A

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1c(O)c(OC)c2c(c1O)c(=O)c1c(o2)cc(cc1C)O
InChI InChI=1S/C16H14O7/c1-6-4-7(17)5-8-9(6)11(18)10-12(19)15(21-2)13(20)16(22-3)14(10)23-8/h4-5,17,19-20H,1-3H3
InChIKey UUIMUKZSHBAGSU-UHFFFAOYSA-N
Formula C16H14O7
HBA 7
HBD 3
MW 318.28
Rotatable Bonds 2
TPSA 109.36
LogP 2.39
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 318.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Drimiopsis maculata Hyacinthaceae Plantae 81747

Showing of synonyms

  • Mulholland DA, Koorbanally C, et al. (2004). Xanthones from Drimiopsis maculata. Journal of natural products, 2004, 67(10), 1726–1728. [View]
Pubchem: 11220848
Nmrshiftdb2: 70105801

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 318.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.15
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.000
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.210
Plasma Protein Binding
68.54
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.430
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.800
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
3.980
Rat (Acute)
2.310
Rat (Chronic Oral)
3.110
Fathead Minnow
4.540
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
442.820
Hydration Free Energy
-8.790
Log(D) at pH=7.4
2.440
Log(P)
3.04
Log S
-4.61
Log(Vapor Pressure)
-6.94
Melting Point
237.65
pKa Acid
6.71
pKa Basic
3.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9263
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9203
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8913
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.8875
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.8873
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8859
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8824
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8753
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8660
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8593
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8575
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 4 0.8548
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8539
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8465
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8464
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8422
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.8409
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8370
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8348
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8285
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8227
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8178
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8151
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8140
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8130
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8127
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8106
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8102
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8085
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8032
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7946
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7894
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7849
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7846
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7841
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7800
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7759
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7746
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7744
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7737
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7698
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7682
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7667
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7648
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7648
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7615
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7613
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7605
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7593
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7591
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7552
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7546
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7530
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7524
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7514
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7507
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7493
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7487
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7465
Deoxyribodipyrimidine photo-lyase Q8PYK9 Q8PYK9_METMA Methanosarcina mazei 5 0.7461
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7461
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7460
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7454
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7444
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7424
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7416
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7415
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7413
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7408
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7401
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7399
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 4 0.7399
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7384
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7380
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7368
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7367
Riboflavin kinase Q969G6 RIFK_HUMAN Homo sapiens 4 0.7363
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7349
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7336
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7330
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7324
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7303
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 4 0.7290
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7290
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7286
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7238
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7233
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7219
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7213
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7210
Glutamate receptor 2 P42262 GRIA2_HUMAN Homo sapiens 5 0.7203
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7179
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7178
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7177
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7164
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7154
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 4 0.7151
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7149
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7140
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7136
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7135
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7121
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7110
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7093
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7092
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7089
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7086
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7066
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7064
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7027
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7017
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7016
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7015

Download SDF