6alpha-hydroxymuzigadial - Compound Card

6alpha-hydroxymuzigadial

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6alpha-hydroxymuzigadial

Structure
Zoomed Structure
  • Family: Plantae - Canellaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O=CC1=CC[C@@H]2[C@]([C@@]1(O)C=O)(C)CC[C@@H](C2=C)O
InChI InChI=1S/C14H18O4/c1-9-11-4-3-10(7-15)14(18,8-16)13(11,2)6-5-12(9)17/h3,7-8,11-12,17-18H,1,4-6H2,2H3/t11-,12-,13-,14+/m0/s1
InChIKey RTMRVVFUBOUUFM-XDQVBPFNSA-N
Formula C14H18O4
HBA 4
HBD 2
MW 250.29
Rotatable Bonds 2
TPSA 74.6
LogP 0.78
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.57
Exact Mass 250.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Warburgia ugandensis Canellaceae Plantae 549619

Showing of synonyms

  • Opiyo SA, Manguro LOA, et al. (2011). 7alpha-Acetylugandensolide and antimicrobial properties of Warburgia ugandensis extracts and isolates against sweet potato pathogens. Phytochemistry Letters,2011,4(2),161-165. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)CC=CC2

Level: 0

Mol. Weight: 250.29 g/mol

Antibacterial
Antifungal

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.13
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
-0.19
Plasma Protein Binding
33.46
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
4.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.28
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.48
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.85
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
-1.98
Rat (Acute)
4.33
Rat (Chronic Oral)
1.15
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
325.33
Hydration Free Energy
-10.21
Log(D) at pH=7.4
1.42
Log(P)
1.18
Log S
-1.45
Log(Vapor Pressure)
-6.45
Melting Point
140.37
pKa Acid
5.04
pKa Basic
3.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8232
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8232
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8147
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8147
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8054
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8054
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7937
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7937
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7590
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7590
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7425
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7425
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7380
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7380
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7295
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7295
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7165
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7165
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7036
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7036
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7018
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7018

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