9alpha-[3’-methyl valeryloxy]-ludovicin A - Compound Card

9alpha-[3’-methyl valeryloxy]-ludovicin A

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9alpha-[3’-methyl valeryloxy]-ludovicin A

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles CCC(CC(=O)O[C@@H]1CC2[C@H](C)C(=O)O[C@@H]2[C@@H]2[C@]1(C)[C@@H](O)C[C@@H]1[C@@]2(C)O1)C
InChI InChI=1S/C21H32O6/c1-6-10(2)7-16(23)25-14-8-12-11(3)19(24)26-17(12)18-20(14,4)13(22)9-15-21(18,5)27-15/h10-15,17-18,22H,6-9H2,1-5H3/t10?,11-,12?,13-,14+,15+,17-,18+,20+,21+/m0/s1
InChIKey QWKAKCREJKJTMQ-TVAZECOCSA-N
Formula C21H32O6
HBA 6
HBD 1
MW 380.48
Rotatable Bonds 4
TPSA 85.36
LogP 2.46
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 380.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pluchea dioscoridis Asteraceae Plantae —

Showing of synonyms

  • Bohlmann F, Metwally MA, et al. (1984). Eudesmanolides from Pluchea dioscoridis. Phytochemistry,1984,23(9),1975-1977. [View]
Pubchem: 162816870
Nmrshiftdb2: 70059452

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCC3C1C4C(CC(=O)O4)CC3

Level: 0

Mol. Weight: 380.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.1
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.72
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.38
Plasma Protein Binding
39.8
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.84
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.43
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.42
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.0
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
-6.77
Rat (Acute)
4.02
Rat (Chronic Oral)
1.58
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
419.4
Hydration Free Energy
-5.7
Log(D) at pH=7.4
1.69
Log(P)
2.83
Log S
-3.33
Log(Vapor Pressure)
-7.08
Melting Point
111.39
pKa Acid
6.22
pKa Basic
5.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8373
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8373
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8215
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8215
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7672
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7672
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7528
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7528
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7524
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7524
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7499
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7499
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7471
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7471
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7422
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7422
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7191
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7191
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7176
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7176
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7043
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7043
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7009
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7009

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