Selancin H - Compound Card

Selancin H

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Selancin H

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Acylphloroglucinol
    • Subclass: Tricyclic Acylphloroglucinol
Canonical Smiles C1(C=Cc2c3c(c(c(c2O1)C(=O)C(C)C)O)C(=O)[C@@H](C(O3)(C)C)O)(C)C
InChI InChI=1S/C20H24O6/c1-9(2)13(21)11-14(22)12-15(23)18(24)20(5,6)26-17(12)10-7-8-19(3,4)25-16(10)11/h7-9,18,22,24H,1-6H3/t18-/m0/s1
InChIKey YJKFINKKXCMYDY-SFHVURJKSA-N
Formula C20H24O6
HBA 6
HBD 2
MW 360.41
Rotatable Bonds 2
TPSA 93.06
LogP 3.13
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 360.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum lanceolatum Hypericaceae Plantae 55962

Showing of synonyms

  • Fobofou SA, Franke K, et al. (2016). Tricyclic Acylphloroglucinols from Hypericum lanceolatum and Regioselective Synthesis of Selancins A and B.. Journal of natural products,2016, 79(4), 743-753. [View] [PubMed]
Pubchem: 155549715

No compound-protein relationship available.

Structure

SMILES: O1CCC(=O)c(c1c23)ccc2OCC=C3

Level: 0

Mol. Weight: 360.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.73

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
48.84
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.44
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.14
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
1.96
Rat (Acute)
3.0
Rat (Chronic Oral)
2.54
Fathead Minnow
4.26
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
397.37
Hydration Free Energy
-9.34
Log(D) at pH=7.4
3.34
Log(P)
4.29
Log S
-4.94
Log(Vapor Pressure)
-7.05
Melting Point
198.83
pKa Acid
6.15
pKa Basic
3.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7709
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7599
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7553
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7476
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7452
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7373
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7332
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7323
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7278
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7109
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7067
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7029

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