3-deacetyl-10,14-deoxyarctolide - Compound Card

3-deacetyl-10,14-deoxyarctolide

Select a section from the left sidebar

3-deacetyl-10,14-deoxyarctolide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles ClC[C@@]1(O)C[C@@H]2OC(=O)C([C@H]2C[C@@]2([C@H]1C[C@@H](C2=C)O)O)C
InChI InChI=1S/C15H21ClO5/c1-7-9-4-15(20)8(2)10(17)3-12(15)14(19,6-16)5-11(9)21-13(7)18/h7,9-12,17,19-20H,2-6H2,1H3/t7?,9-,10+,11+,12+,14+,15-/m1/s1
InChIKey NAVPGMZDCRNXQS-GMUQWCIUSA-N
Formula C15H21ClO5
HBA 5
HBD 3
MW 316.78
Rotatable Bonds 1
TPSA 86.99
LogP 0.6
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 316.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Venidium fastuosum Asteraceae Plantae 259861

Showing of synonyms

  • Ali AA, El-Emary NA, et al. (1992). Guaianolides from Venidium fastuosum. Phytochemistry,1992,31(8),2781-2784. [View]
Pubchem: 163102386
Nmrshiftdb2: 70053253

No compound-protein relationship available.

Structure

SMILES: C=C1CCC(C12)CCC3C(C2)CC(=O)O3

Level: 0

Mol. Weight: 316.78 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.86
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.4
Plasma Protein Binding
36.07
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
3.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.88
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.89
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.19
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
-0.98
Rat (Acute)
4.19
Rat (Chronic Oral)
2.05
Fathead Minnow
3.86
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
382.1
Hydration Free Energy
-11.08
Log(D) at pH=7.4
0.17
Log(P)
0.31
Log S
-1.79
Log(Vapor Pressure)
-8.11
Melting Point
152.35
pKa Acid
6.79
pKa Basic
6.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.9052
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.9052
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8832
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8832
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8524
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8524
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8497
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8497
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8356
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8356
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7970
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7970
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7700
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7700
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7681
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7681
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7630
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7630
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7624
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7624
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7607
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7607
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7603
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7603
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7599
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7599
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7579
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7579
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7493
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7493
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7363
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7363
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7348
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7348
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7101
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7101
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7066
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7066
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7025
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7025

Download SDF