3,6-diacetylcladiellisin - Compound Card

3,6-diacetylcladiellisin

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3,6-diacetylcladiellisin

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](OC(=O)C)C(=C)C[C@H]2O[C@@H]1[C@H]1[C@@H]2C(=C)CC[C@@H]1C(C)C
InChI InChI=1S/C24H36O5/c1-13(2)18-9-8-14(3)21-20-12-15(4)19(27-16(5)25)10-11-24(7,29-17(6)26)23(28-20)22(18)21/h13,18-23H,3-4,8-12H2,1-2,5-7H3/t18-,19+,20-,21-,22-,23-,24-/m1/s1
InChIKey VELCYHJGXHSUIL-UIFFHPIYSA-N
Formula C24H36O5
HBA 5
HBD 0
MW 404.55
Rotatable Bonds 3
TPSA 61.83
LogP 4.6
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 404.26
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: 46888463

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)C3CCCCC(=C)CC2O3

Level: 0

Mol. Weight: 404.55 g/mol

Antimigratory

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.12
Plasma Protein Binding
63.86
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
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
12.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.75
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.12
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.5
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-10.56
Rat (Acute)
3.08
Rat (Chronic Oral)
1.48
Fathead Minnow
3.92
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
406.21
Hydration Free Energy
-4.53
Log(D) at pH=7.4
3.45
Log(P)
5.9
Log S
-5.51
Log(Vapor Pressure)
-7.09
Melting Point
107.22
pKa Acid
10.06
pKa Basic
5.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8508
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8508
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8086
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8086
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7932
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7932
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7847
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7847
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7740
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7740
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7573
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7573
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7215
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7215
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7203
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7203
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7036
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7036
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7015
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7015

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