Selancin D - Compound Card

Selancin D

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Selancin D

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles CC[C@@H](C(=O)c1c2OC(C)(C)C(Cc2c2c(c1O)C=CC(O2)(C)C)O)C
InChI InChI=1S/C21H28O5/c1-7-11(2)16(23)15-17(24)12-8-9-20(3,4)25-18(12)13-10-14(22)21(5,6)26-19(13)15/h8-9,11,14,22,24H,7,10H2,1-6H3/t11-,14?/m0/s1
InChIKey GEQUBHXVOXNLLW-ZSOXZCCMSA-N
Formula C21H28O5
HBA 5
HBD 2
MW 360.45
Rotatable Bonds 3
TPSA 75.99
LogP 3.88
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.57
Exact Mass 360.19
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: 155553999

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c1c23)ccc2OCCC3

Level: 0

Mol. Weight: 360.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
45.87
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.04
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.69
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.38
Micronucleos
Toxic
NR-AhR
Toxic
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
0.38
Rat (Acute)
3.17
Rat (Chronic Oral)
2.01
Fathead Minnow
4.22
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
391.9
Hydration Free Energy
-8.33
Log(D) at pH=7.4
3.72
Log(P)
5.14
Log S
-4.58
Log(Vapor Pressure)
-6.97
Melting Point
156.77
pKa Acid
7.87
pKa Basic
4.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9155
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7886
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7664
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7578
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7523
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7343
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7233
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7222
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7189
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7076

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