Decussatin - Compound Card

Decussatin

Select a section from the left sidebar

Decussatin

Structure
Zoomed Structure
  • Family: Plantae - Loganiaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1cc(O)c2c(c1)oc1c(c2=O)c(OC)c(cc1)OC
InChI InChI=1S/C16H14O6/c1-19-8-6-9(17)13-12(7-8)22-10-4-5-11(20-2)16(21-3)14(10)15(13)18/h4-7,17H,1-3H3
InChIKey VYRIGRQQKUZPEX-UHFFFAOYSA-N
Formula C16H14O6
HBA 6
HBD 1
MW 302.28
Rotatable Bonds 3
TPSA 78.13
LogP 2.68
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 302.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Anthocleista liebrechtsiana Loganiaceae Plantae 2708715
2 Anthocleista vogelii Loganiaceae Plantae 84938

Showing of synonyms

  • Shammari LA, Mamun AA, et al. (2019). Alkaloid Profiling of Hippeastrum Cultivars by GC-MS, Isolation of Amaryllidaceae Alkaloids and Evaluation of Their Cytotoxicity. Records of Natural Products,2019, 14, 154-159. [View]
  • Ateufack G, Nguelefack TB, et al. (2014). Antiulcerogenic Activity of 1-Hydroxy-3,7,8-trimethoxyxanthone Isolated from the Methanol Extract of Anthocleista vogelii PLANCH. in Rats. Ulcers, 2014(1), 1-6. [View]
Pubchem: 5378284
Chebi: 65732
Nmrshiftdb2: 60030493
Metabolights: MTBLC65732
Bindingdb: 50089690

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 302.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.450
Plasma Protein Binding
69.01
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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.280
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.540
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.750
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
3.670
Rat (Acute)
2.250
Rat (Chronic Oral)
2.500
Fathead Minnow
5.120
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
416.680
Hydration Free Energy
-9.460
Log(D) at pH=7.4
2.790
Log(P)
2.93
Log S
-4.76
Log(Vapor Pressure)
-7.09
Melting Point
190.52
pKa Acid
7.95
pKa Basic
2.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9570
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9397
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.9381
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9356
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9336
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9279
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9245
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9233
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9094
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8986
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8863
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8845
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8822
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8731
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8724
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8715
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8706
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8687
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8674
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8666
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8646
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8636
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8630
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8617
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8591
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8587
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8586
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8582
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8536
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8502
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.8498
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8492
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8490
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8474
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8462
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8440
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8434
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8430
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8314
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8291
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8247
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8195
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8131
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8097
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8093
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8083
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8081
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8065
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8046
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8010
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7970
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7968
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7933
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7916
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7910
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7858
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7854
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7785
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7770
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7760
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7757
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7750
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7738
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7730
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7717
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7700
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7698
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7694
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7684
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7680
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7671
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7632
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7625
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7618
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7572
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7569
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7562
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7542
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7525
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7525
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7517
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7515
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7514
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7507
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7484
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7483
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7460
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7453
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7441
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7431
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7425
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7413
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7410
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7403
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7393
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7386
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7378
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7373
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7371
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7357
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7319
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7304
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7297
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7297
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7292
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7287
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7277
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7264
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7264
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7262
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7257
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7231
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7228
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 5 0.7213
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7207
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7203
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7197
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7193
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7193
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7184
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7157
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7156
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7154
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7151
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7142
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7139
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7135
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7133
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7131
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7130
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7120
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7118
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7109
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7098
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7079
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7065
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7051
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7050
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7049
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7046
Ribosomal protein S6 kinase alpha-1 Q15418 KS6A1_HUMAN Homo sapiens 3 0.7042
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 3 0.7041
Oxygen-insensitive NADPH nitroreductase O25608 RDXA_HELPY Helicobacter pylori 4 0.7025
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7024
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7021
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 2 0.7021
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7014

Download SDF