9alpha,13alpha,15,16-bisepox y-15-hydroxy-3-oxo-labdan-6beta, 19-olide - Compound Card

9alpha,13alpha,15,16-bisepox y-15-hydroxy-3-oxo-labdan-6beta, 19-olide

Select a section from the left sidebar

9alpha,13alpha,15,16-bisepox y-15-hydroxy-3-oxo-labdan-6beta, 19-olide

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OC1OC[C@]2(C1)CC[C@@]1(O2)[C@H](C)C[C@@H]2[C@@H]3[C@]1(C)CCC(=O)C3(C)C(=O)O2
InChI InChI=1S/C20H28O6/c1-11-8-12-15-17(2,5-4-13(21)18(15,3)16(23)25-12)20(11)7-6-19(26-20)9-14(22)24-10-19/h11-12,14-15,22H,4-10H2,1-3H3/t11-,12-,14?,15-,17+,18?,19-,20-/m1/s1
InChIKey NHOLPDNRVILGOF-HFWSIJTOSA-N
Formula C20H28O6
HBA 6
HBD 1
MW 364.44
Rotatable Bonds 0
TPSA 82.06
LogP 1.97
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 364.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas neufliseana Lamiaceae Plantae 2511971

Showing of synonyms

  • Khalil A, Gedara S, et al. (1996). Diterpenes and a flavone from Leucas neufliseana. Phytochemistry, 1996, 41(6), 1569-1571. [View]

No compound-protein relationship available.

Structure

SMILES: C1CC2OC(=O)C(C(=O)CC3)C2C3C1(O4)CCC45CCOC5

Level: 0

Mol. Weight: 364.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
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
-1.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.47
Plasma Protein Binding
49.09
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.01
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.11
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.24
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
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
-6.53
Rat (Acute)
2.64
Rat (Chronic Oral)
1.75
Fathead Minnow
3.73
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
411.26
Hydration Free Energy
-6.54
Log(D) at pH=7.4
1.73
Log(P)
0.62
Log S
-3.14
Log(Vapor Pressure)
-7.52
Melting Point
196.91
pKa Acid
7.64
pKa Basic
4.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8075
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7806
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7379
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7268
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7209

Download SDF