Busseihydroquinone F - Compound Card

Busseihydroquinone F

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Busseihydroquinone F

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
    • Subclass: 2,2'-Binaphthralenyl-1,1'-Dione
Canonical Smiles COC1=C/C(=C\2/C=C(OC)c3c(C2=O)ccc2c3C=CC(O2)(C)C)/C(=O)c2c1c1C=CC(Oc1cc2)(C)C
InChI InChI=1S/C32H28O6/c1-31(2)13-11-17-23(37-31)9-7-19-27(17)25(35-5)15-21(29(19)33)22-16-26(36-6)28-18-12-14-32(3,4)38-24(18)10-8-20(28)30(22)34/h7-16H,1-6H3/b22-21+
InChIKey MPOJHVZVYKRIIS-QURGRASLSA-N
Formula C32H28O6
HBA 6
HBD 0
MW 508.57
Rotatable Bonds 2
TPSA 71.06
LogP 6.42
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 508.19
Number of Lipinski Rule Violations 2
# 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: 132524254

No compound-protein relationship available.

Structure

SMILES: C1=CCOc(c1c23)ccc2C(=O)C(C=C3)=C(C=C4)C(=O)c5ccc(c6c45)OCC=C6

Level: 1

Mol. Weight: 508.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.630
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.440
Plasma Protein Binding
50.12
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.520
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)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.340
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.950
Micronucleos
Safe
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-1819.310
Rat (Acute)
3.150
Rat (Chronic Oral)
2.480
Fathead Minnow
14.460
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
562.500
Hydration Free Energy
-2.830
Log(D) at pH=7.4
4.910
Log(P)
6.51
Log S
-6.77
Log(Vapor Pressure)
-8.22
Melting Point
247.24
pKa Acid
8.16
pKa Basic
3.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8977
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8977
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8415
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8415
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8335
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8335
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8331
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8331
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8169
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8169
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8027
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8027
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7917
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7917
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7729
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7729
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7592
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7592
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7378
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7378
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7358
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7358
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7262
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7262
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7197
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7197
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7181
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7181
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7149
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7149
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7142
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7142
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7039
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7039
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7037
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7037
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7010
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7010

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