Rabaichromone - Compound Card

Rabaichromone

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Rabaichromone

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Chromone
Canonical Smiles OC[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)c1c(OC)cc(c2c1oc(C[C@@H](O)C)cc2=O)C
InChI InChI=1S/C29H32O12/c1-13-8-20(38-3)24(27-23(13)19(34)11-16(39-27)9-14(2)31)28-29(26(37)25(36)21(12-30)40-28)41-22(35)7-5-15-4-6-17(32)18(33)10-15/h4-8,10-11,14,21,25-26,28-33,36-37H,9,12H2,1-3H3/b7-5+/t14-,21-,25-,26+,28+,29-/m0/s1
InChIKey DWFAOPWLORYRCM-FRFPIZTHSA-N
Formula C29H32O12
HBA 12
HBD 6
MW 572.56
Rotatable Bonds 8
TPSA 196.35
LogP 1.22
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 572.19
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe rabaiensis Asphodelaceae Plantae 3161423

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2c(ccc3)c(c34)occc4=O

Level: 2

Mol. Weight: 572.56 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 572.56 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 572.56 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 572.56 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 572.56 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 572.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.000
Plasma Protein Binding
84.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-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
10.710
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.460
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.800
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.130
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4307.530
Rat (Acute)
2.550
Rat (Chronic Oral)
3.850
Fathead Minnow
14.740
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
530.360
Hydration Free Energy
-3.060
Log(D) at pH=7.4
1.570
Log(P)
1.7
Log S
-4.45
Log(Vapor Pressure)
-10.02
Melting Point
203.87
pKa Acid
6.63
pKa Basic
4.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9323
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9323
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9111
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9111
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9074
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9074
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8918
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8918
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8617
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8617
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8586
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8586
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8476
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8476
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8360
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8360
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8288
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8288
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8154
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8154
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7993
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7993
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7957
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7957
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7916
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7916
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7909
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7909
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7891
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7891
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7885
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7885
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7859
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7859
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7841
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7841
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7776
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7776
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7692
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7692
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7650
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7650
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7641
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7641
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7585
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7585
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7577
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7577
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7542
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7542
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7526
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7526
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7481
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7481
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7470
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7470
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7342
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7342
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7323
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7323
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7287
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7287
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7286
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7286
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7280
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7280
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7262
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7262
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7256
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7256
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7247
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7247
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7239
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7239
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7217
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7217
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7172
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7172
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7151
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7151
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7091
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7091
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7060
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7060
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7060
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7060
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7059
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7059
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7046
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7046
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7043
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7043
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7040
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7040
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7035
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7035

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