Diain - Compound Card

Diain

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Diain

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OCC(=C)C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1[C@H](CC(C)C)C(=O)O3)[C@@]([C@H](C2)O)(O)CCl
InChI InChI=1S/C22H31ClO7/c1-10(2)5-14-17-15(29-20(26)12(4)8-24)6-11(3)13-7-16(25)22(28,9-23)18(13)19(17)30-21(14)27/h10,13-19,24-25,28H,3-9H2,1-2H3/t13-,14-,15-,16-,17+,18-,19-,22+/m0/s1
InChIKey WYZJBFDJUPUJOF-ZJHZRWQISA-N
Formula C22H31ClO7
HBA 7
HBD 3
MW 442.94
Rotatable Bonds 6
TPSA 113.29
LogP 1.58
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 442.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Centaurea scoparia Asteraceae Plantae 2072395

Showing of synonyms

  • Youssef D, Frahm A.W. (1994). Constituents of the Egyptian Centaurea scoparia; Part II. Guaianolides of the aerial parts.. Planta medica, 1994, 60(3), 267-71. [View] [PubMed]
Pubchem: 15786264

No compound-protein relationship available.

Structure

SMILES: C1CCC2C(=C)CCC(C3C12)CC(=O)O3

Level: 0

Mol. Weight: 442.94 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.830
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.620
Plasma Protein Binding
61.24
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.210
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.290
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.150
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.950
Micronucleos
Toxic
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
-19.990
Rat (Acute)
4.180
Rat (Chronic Oral)
2.560
Fathead Minnow
3.990
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
443.750
Hydration Free Energy
-5.260
Log(D) at pH=7.4
2.430
Log(P)
1.93
Log S
-3.36
Log(Vapor Pressure)
-9.4
Melting Point
146.81
pKa Acid
6.51
pKa Basic
3.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7898
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7847
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7476
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7401
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7344
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7301
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7180
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7102

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