3beta,4beta-dihydroxypallenone - Compound Card

3beta,4beta-dihydroxypallenone

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3beta,4beta-dihydroxypallenone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC(=O)O[C@H]1CC(=O)[C@]2([C@H]([C@@]1(C)O)CC(=CC2)C(C)C)C
InChI InChI=1S/C17H26O4/c1-10(2)12-6-7-16(4)13(8-12)17(5,20)15(9-14(16)19)21-11(3)18/h6,10,13,15,20H,7-9H2,1-5H3/t13-,15+,16-,17-/m1/s1
InChIKey VFNVULFGDFVUDV-XLNGHYISSA-N
Formula C17H26O4
HBA 4
HBD 1
MW 294.39
Rotatable Bonds 2
TPSA 63.6
LogP 2.64
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 294.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pallenis spinosa Asteraceae Plantae 73981

Showing of synonyms

  • Ahmed AA, Jakupovic J, et al. (1990). Dihydroxypallenone, a sesquiterpene with a new carbon skeleton from Pallenis spinosa. Phytochemistry,1990,29(10),3355-3358. [View]
Pubchem: 162817198
Nmrshiftdb2: 60045525

No compound-protein relationship available.

Structure

SMILES: O=C1CCCC(C12)CC=CC2

Level: 0

Mol. Weight: 294.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
54.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
9.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.39
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.33
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.19
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
0.3
Rat (Acute)
2.2
Rat (Chronic Oral)
1.65
Fathead Minnow
3.91
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
329.31
Hydration Free Energy
-7.08
Log(D) at pH=7.4
1.79
Log(P)
2.72
Log S
-3.29
Log(Vapor Pressure)
-5.37
Melting Point
137.23
pKa Acid
9.03
pKa Basic
4.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8270
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8270
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8195
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8195
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8072
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8072
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7895
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7895
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7709
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7709
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7471
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7471
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7443
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7443
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7427
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7427
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7367
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7367
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7309
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7309
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7297
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7297
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7203
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7203
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7179
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7179
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7091
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7091
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7019
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7019

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