11-hydroxy-1,9-dimethyl-6H-naphtho[20,30:4,5]furo[3,2-c]chromene-6,7,12-trione - Compound Card

11-hydroxy-1,9-dimethyl-6H-naphtho[20,30:4,5]furo[3,2-c]chromene-6,7,12-trione

Select a section from the left sidebar

11-hydroxy-1,9-dimethyl-6H-naphtho[20,30:4,5]furo[3,2-c]chromene-6,7,12-trione

Structure
Zoomed Structure
  • Family: Plantae - Ebenaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Naphthoquinone
Canonical Smiles Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)oc2c1c(=O)oc1c2c(C)ccc1
InChI InChI=1S/C21H12O6/c1-8-6-10-14(11(22)7-8)18(24)20-15(17(10)23)16-19(27-20)13-9(2)4-3-5-12(13)26-21(16)25/h3-7,22H,1-2H3
InChIKey ITBVMLGZYFLEOG-UHFFFAOYSA-N
Formula C21H12O6
HBA 6
HBD 1
MW 360.32
Rotatable Bonds 0
TPSA 97.72
LogP 3.64
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.1
Exact Mass 360.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Diospyros crassiflora Ebenaceae Plantae 570480

Showing of synonyms

  • Tangmouo J, Meli A, et al. (2006). Crassiflorone, a new naphthoquinone from Diospyros crassiflora (Hien). Tetrahedron Letters, 2006, 47(18), 3067-3070. [View]
Pubchem: 11674902
Nmrshiftdb2: 70042874

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c2c34)oc3c5c(oc4=O)cccc5

Level: 0

Mol. Weight: 360.32 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.18
Plasma Protein Binding
75.66
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
2.48
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.04
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.17
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.04
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
-4.98
Rat (Acute)
2.5
Rat (Chronic Oral)
2.15
Fathead Minnow
5.34
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
544.64
Hydration Free Energy
-7.11
Log(D) at pH=7.4
3.52
Log(P)
4.29
Log S
-4.06
Log(Vapor Pressure)
-10.41
Melting Point
323.7
pKa Acid
4.43
pKa Basic
2.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9490
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9146
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9031
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8954
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8602
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.8579
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8379
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8343
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8308
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8177
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.8170
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8150
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.8134
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8082
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8076
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8070
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8022
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7891
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 4 0.7869
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7824
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7818
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7803
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7792
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7789
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7642
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7638
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7631
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7594
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7582
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7567
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7519
Carbonic anhydrase 13 Q8N1Q1 CAH13_HUMAN Homo sapiens 3 0.7473
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7457
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7456
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7447
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7436
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7428
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7380
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7342
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7342
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7332
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7327
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7320
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7303
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7290
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7211
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7206
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7205
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7188
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7167
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7166
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 4 0.7154
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7079
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7054
Squalene--hopene cyclase P33247 SQHC_ALIAD Alicyclobacillus acidocaldarius subsp. acidocaldarius 4 0.7034
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7025
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7008

Download SDF