(+)-polyanthelin A - Compound Card

(+)-polyanthelin A

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(+)-polyanthelin A

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Eunicellin-Type Diterpene
Canonical Smiles CC(=O)O[C@]1(C)CC[C@@H]([C@@H]2[C@H]1[C@H]1CC(C)[C@H]3O[C@]([C@@H]2O1)(C)CC3)C(C)C
InChI InChI=1S/C22H36O4/c1-12(2)15-7-9-21(5,25-14(4)23)19-17-11-13(3)16-8-10-22(6,26-16)20(24-17)18(15)19/h12-13,15-20H,7-11H2,1-6H3/t13?,15-,16+,17-,18-,19-,20-,21-,22-/m1/s1
InChIKey QZJZTABPQUIWIH-YBMSBJRESA-N
Formula C22H36O4
HBA 4
HBD 0
MW 364.53
Rotatable Bonds 2
TPSA 44.76
LogP 4.35
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 364.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cladiella pachyclados Alcyoniidae Animalia 859391

Showing of synonyms

  • Hassan HM, Khanfar MA, et al. (2010). Pachycladins A-E, prostate cancer invasion and migration inhibitory eunicellin-based diterpenoids from the Red Sea soft coral Cladiella pachyclados. Journal of Natural Products,2010,73(5),848-853. [View] [PubMed]
Pubchem: 12168107

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)C3CCC4CCC(O4)C2O3

Level: 0

Mol. Weight: 364.53 g/mol

Antimigratory

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
60.06
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.17
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.37
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.77
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.43
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4.13
Rat (Acute)
1.66
Rat (Chronic Oral)
0.99
Fathead Minnow
3.84
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
392.76
Hydration Free Energy
-3.32
Log(D) at pH=7.4
4.12
Log(P)
5.12
Log S
-5.4
Log(Vapor Pressure)
-5.63
Melting Point
111.7
pKa Acid
11.27
pKa Basic
6.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8011
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7961
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7961
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7765
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7765
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7560
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7560
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7117
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7117
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7049
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7049

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