Leucolactone - Compound Card

Leucolactone

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Leucolactone

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O=C1OC23C4C1(CC[C@@]3(C)[C@]1(C(CC2)[C@@]2(C)CC[C@](C(C2CC1)(C)C)(C)O)C)[C@@](C)(O)CC(C4)(C)C
InChI InChI=1S/C32H52O4/c1-24(2)18-22-31(30(9,35)19-24)17-15-28(7)27(6)12-10-20-25(3,4)29(8,34)16-14-26(20,5)21(27)11-13-32(22,28)36-23(31)33/h20-22,34-35H,10-19H2,1-9H3/t20?,21?,22?,26-,27+,28-,29-,30-,31?,32?/m0/s1
InChIKey POVAFNRPXXHBIY-FLNFIHQSSA-N
Formula C32H52O4
HBA 4
HBD 2
MW 500.76
Rotatable Bonds 0
TPSA 66.76
LogP 6.66
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 500.39
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas aspera Lamiaceae Plantae 483811

Showing of synonyms

  • Ele S, G/Yesus T, et al. (2007). Chemical studies of Leucas martinicensis. M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C123)C4(OC2=O)C(CC3)C5C(CC4)C6C(CC5)CCCC6

Level: 0

Mol. Weight: 500.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.24
Plasma Protein Binding
81.78
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.23
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.78
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-278.64
Rat (Acute)
1.94
Rat (Chronic Oral)
1.45
Fathead Minnow
3.87
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
473.8
Hydration Free Energy
-3.04
Log(D) at pH=7.4
6.2
Log(P)
5.87
Log S
-6.78
Log(Vapor Pressure)
-8.13
Melting Point
274.52
pKa Acid
9.45
pKa Basic
8.37
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 0.8450
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8450
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7722
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7722
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7371
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7371
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7356
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7356
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7141
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7141

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