Damcinic acid - Compound Card

Damcinic acid

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Damcinic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Spseudoguaninolide Sesquiterpene
Canonical Smiles C[C@H]1CC[C@H](C[C@]2([C@H]1CCC2=O)C)C(=C)C(=O)O
InChI InChI=1S/C15H22O3/c1-9-4-5-11(10(2)14(17)18)8-15(3)12(9)6-7-13(15)16/h9,11-12H,2,4-8H2,1,3H3,(H,17,18)/t9-,11+,12-,15-/m0/s1
InChIKey CRXWIWHBLVNJSP-LIBKGXAOSA-N
Formula C15H22O3
HBA 2
HBD 1
MW 250.34
Rotatable Bonds 2
TPSA 54.37
LogP 3.05
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 250.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ambrosia maritima Asteraceae Plantae 1028380

Showing of synonyms

  • Saad MMG, Abdelgaleil SAM, et al. (2012). Herbicidal potential of pseudoguaninolide sesquiterpenes on wild oat, Avena fatua L.. Biochemical Systematics and Ecology,2012,44,333-337. [View]
Pubchem: 11747064
Nmrshiftdb2: 60072103

No compound-protein relationship available.

Structure

SMILES: O=C1CCC(C12)CCCCC2

Level: 0

Mol. Weight: 250.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
59.57
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.36
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.69
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.6
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
-0.92
Rat (Acute)
2.11
Rat (Chronic Oral)
2.02
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
334.77
Hydration Free Energy
-6.89
Log(D) at pH=7.4
0.24
Log(P)
2.57
Log S
-2.69
Log(Vapor Pressure)
-5.68
Melting Point
146.65
pKa Acid
4.28
pKa Basic
8.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9239
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9239
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9042
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9042
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7341
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7341

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