Busseihydroquinone E - Compound Card

Busseihydroquinone E

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Busseihydroquinone E

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
    • Subclass: Polycyclic Naphthalene
Canonical Smiles CCO[C@@H]1O[C@H]2c3c(ccc4c3c(OC)cc(c4O)C(=O)O)O[C@@]3([C@H]2[C@H]([C@H]1C)CC3)C
InChI InChI=1S/C24H28O7/c1-5-29-23-11(2)12-8-9-24(3)19(12)21(30-23)18-15(31-24)7-6-13-17(18)16(28-4)10-14(20(13)25)22(26)27/h6-7,10-12,19,21,23,25H,5,8-9H2,1-4H3,(H,26,27)/t11-,12+,19+,21+,23-,24+/m1/s1
InChIKey VVZSUOFFWZPSLS-SGMAJDQTSA-N
Formula C24H28O7
HBA 6
HBD 2
MW 428.48
Rotatable Bonds 4
TPSA 94.45
LogP 4.5
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 428.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pentas bussei Rubiaceae Plantae 387051

Showing of synonyms

  • Abdissa N, Pan F, et al. (2016). Naphthalene derivatives from the roots of Pentas parvifolia and Pentas bussei. Journal of Natural Products,2016,79(9),2181-2187. [View] [PubMed]
Pubchem: 132524253

No compound-protein relationship available.

Structure

SMILES: C12C3CCC1Oc4c(C2OCC3)c5c(cc4)cccc5

Level: 0

Mol. Weight: 428.48 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-5.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.31
Plasma Protein Binding
95.13
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
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.58
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.08
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.65
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-71.67
Rat (Acute)
2.5
Rat (Chronic Oral)
2.82
Fathead Minnow
4.07
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
448.9
Hydration Free Energy
-2.04
Log(D) at pH=7.4
2.03
Log(P)
5.3
Log S
-4.4
Log(Vapor Pressure)
-10.25
Melting Point
196.55
pKa Acid
4.84
pKa Basic
4.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8655
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8655
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7993
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7993
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7752
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7752
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7691
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7691
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7422
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7422
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7388
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7388
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7263
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7263
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7053
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7053
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7027
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7027
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7004
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7004

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