Pulicazine - Compound Card

Pulicazine

Select a section from the left sidebar

Pulicazine

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O[C@H]1C[C@H](C)[C@H]2[C@]3(C[C@@H]1C(=C)C(=O)O3)[C@](CC2)(C)O
InChI InChI=1S/C15H22O4/c1-8-6-12(16)10-7-15(19-13(17)9(10)2)11(8)4-5-14(15,3)18/h8,10-12,16,18H,2,4-7H2,1,3H3/t8-,10+,11-,12-,14+,15+/m0/s1
InChIKey PATRHAXJDHVMQW-WTBCFXLOSA-N
Formula C15H22O4
HBA 4
HBD 2
MW 266.34
Rotatable Bonds 0
TPSA 66.76
LogP 1.41
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 266.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pulicaria laciniata Asteraceae Plantae 557695

Showing of synonyms

  • Ghouila H, Beyaoui A, et al. (2009). Isolation and structure determination of pulicazine, a new sesquiterpene lactone from the Tunisian Pulicaria laciniata (Coss.et Kral.) Thell. Tetrahedron Letters,2009,50,1563-1565. [View]
Pubchem: 102284064
Nmrshiftdb2: 70052677

No compound-protein relationship available.

Structure

SMILES: O=C(O1)C(=C)C(C2)CCCC(C123)CCC3

Level: 0

Mol. Weight: 266.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.39
Plasma Protein Binding
42.85
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.07
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.61
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.81
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.77
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-0.14
Rat (Acute)
3.12
Rat (Chronic Oral)
1.6
Fathead Minnow
3.77
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
333.1
Hydration Free Energy
-8.13
Log(D) at pH=7.4
1.08
Log(P)
1.09
Log S
-2.02
Log(Vapor Pressure)
-5.92
Melting Point
169.33
pKa Acid
8.27
pKa Basic
6.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8921
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8921
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8495
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8495
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8215
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8215
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8178
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8178
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8081
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8081
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7823
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7823
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7799
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7799
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7585
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7585
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7576
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7576
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7547
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7547
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7522
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7522
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7456
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7456
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7419
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7419
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7383
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7383
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7371
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7371
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7364
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7364
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7270
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7270
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7182
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7182
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7067
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7067

Download SDF