Delcosine - Compound Card

Delcosine

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Delcosine

Structure
Zoomed Structure
  • Family: Plantae - Ranunculaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Norditerpenoid Alkaloid
Canonical Smiles COC[C@]12CC[C@@H]([C@@]34[C@@H]2[C@H](OC)[C@](C3N(C1)CC)(O)[C@@]1([C@@H]2[C@H]4C[C@@H]([C@@H]2O)[C@H](C1)OC)O)O
InChI InChI=1S/C24H39NO7/c1-5-25-10-21(11-30-2)7-6-15(26)23-13-8-12-14(31-3)9-22(28,16(13)17(12)27)24(29,20(23)25)19(32-4)18(21)23/h12-20,26-29H,5-11H2,1-4H3/t12-,13-,14+,15+,16-,17+,18-,19+,20?,21+,22-,23+,24-/m1/s1
InChIKey BMZNJVXOLCBDPZ-AXCJZLSHSA-N
Formula C24H39NO7
HBA 8
HBD 4
MW 453.58
Rotatable Bonds 5
TPSA 111.85
LogP -0.38
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 453.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Delphinium leroyi Ranunculaceae Plantae 1127171

Showing of synonyms

  • Bai Y, Benn M. (1992). Norditerpenoid alkaloids of Delphinium leroyi. Phytochemistry,1992,31(9),3243-3245. [View] [PubMed]
Pubchem: 441725
Kegg Ligand: C08676
Chebi: 4381
CPRiL: 416015
Structure

SMILES: C1C(C2)CCC(C2C1C345)C6C3NCC(C4C6)CCC5

Level: 0

Mol. Weight: 453.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.38
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.390
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.420
Plasma Protein Binding
58.25
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
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
2.870
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.840
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.700
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.010
Micronucleos
Toxic
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
-124.370
Rat (Acute)
3.720
Rat (Chronic Oral)
2.970
Fathead Minnow
3.100
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
437.430
Hydration Free Energy
-3.230
Log(D) at pH=7.4
1.120
Log(P)
0.72
Log S
-2.14
Log(Vapor Pressure)
-10.98
Melting Point
166.41
pKa Acid
5.62
pKa Basic
7.14
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7500
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7313
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7313
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7170
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7170
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7049
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7049

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