6beta-hydroxykulactone - Compound Card

6beta-hydroxykulactone

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6beta-hydroxykulactone

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=CCC[C@H]1C(=O)O[C@@H]2[C@@H]1[C@]1(C)CC[C@H]3C(=C[C@H]([C@@H]4[C@]3(C)CCC(=O)C4(C)C)O)[C@]1(C2)C)C
InChI InChI=1S/C30H44O4/c1-17(2)9-8-10-18-24-22(34-26(18)33)16-30(7)20-15-21(31)25-27(3,4)23(32)12-13-28(25,5)19(20)11-14-29(24,30)6/h9,15,18-19,21-22,24-25,31H,8,10-14,16H2,1-7H3/t18-,19+,21-,22+,24-,25+,28-,29+,30-/m1/s1
InChIKey WBKKLEFJYBTBOA-GECUDYIRSA-N
Formula C30H44O4
HBA 4
HBD 1
MW 468.68
Rotatable Bonds 3
TPSA 63.6
LogP 6.03
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 468.32
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Melia volkensii Meliaceae Plantae 643111

Showing of synonyms

  • Cantrell CL, Rajab MS, et al. (1999). Antimycobacterial triterpenes from Melia volkensii.. Journal of Natural Products,1999,62(4),546-548. [View] [PubMed]
Pubchem: 10004845
Nmrshiftdb2: 70016422

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC2CC(C3C12)C=4C(CC3)C5C(CC4)CC(=O)CC5

Level: 0

Mol. Weight: 468.68 g/mol

Antimycobacterial

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.83
Plasma Protein Binding
90.0
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
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.13
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.51
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.65
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-166.47
Rat (Acute)
2.3
Rat (Chronic Oral)
1.67
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
489.83
Hydration Free Energy
-2.7
Log(D) at pH=7.4
5.41
Log(P)
5.21
Log S
-6.25
Log(Vapor Pressure)
-8.41
Melting Point
211.59
pKa Acid
9.72
pKa Basic
4.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7856
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7856
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7317
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7317
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7035
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7035
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7007
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7007

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