9alpha-hydroxy-4alpha,11beta,13,15-tetrahydrozaluzanin C - Compound Card

9alpha-hydroxy-4alpha,11beta,13,15-tetrahydrozaluzanin C

Select a section from the left sidebar

9alpha-hydroxy-4alpha,11beta,13,15-tetrahydrozaluzanin C

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O[C@@H]1C[C@@H]2[C@H]([C@@H]1C)[C@H]1OC(=O)[C@H]([C@@H]1C[C@H](C2=C)O)C
InChI InChI=1S/C15H22O4/c1-6-9-4-12(17)8(3)13(9)14-10(5-11(6)16)7(2)15(18)19-14/h7-14,16-17H,1,4-5H2,2-3H3/t7-,8+,9-,10-,11+,12+,13-,14-/m0/s1
InChIKey FZHVZHPJLXWJIZ-JMRBKVTJSA-N
Formula C15H22O4
HBA 4
HBD 2
MW 266.34
Rotatable Bonds 0
TPSA 66.76
LogP 1.12
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 Senecio burtoni Asteraceae Plantae 18794

Showing of synonyms

  • Ndom JC (2023). Ultra-short pulses compression and supercontinuum generation in optical waveguides : cases of SMFs, SOI-waveguides and CS 2 -LCPCFs. PhD Thesis 2023, Faculty of Science, University of Yaounde I, Cameroon. [View]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 266.34 g/mol

Antibacterial
Antifungal

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.4
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
50.78
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
9.74
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.62
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.94
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
3.95
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
-1.08
Rat (Acute)
3.82
Rat (Chronic Oral)
1.92
Fathead Minnow
3.89
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
358.74
Hydration Free Energy
-8.56
Log(D) at pH=7.4
0.45
Log(P)
0.5
Log S
-1.63
Log(Vapor Pressure)
-6.64
Melting Point
175.07
pKa Acid
8.24
pKa Basic
5.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9168
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8231
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8161
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8082
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7986
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7892
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7862
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7736
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7679
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7665
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7640
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7615
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7583
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7579
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7519
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7443
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7385
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7304
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7292
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7288
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7199
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7196
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7190
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7156
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7154
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7139
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7123
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7117
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7106
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7089
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7082
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7017

Download SDF