8-acetyl-1-epishanzhigenin methyl ester - Compound Card

8-acetyl-1-epishanzhigenin methyl ester

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8-acetyl-1-epishanzhigenin methyl ester

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H](O)C[C@]2(C)OC(=O)C)O
InChI InChI=1S/C13H18O7/c1-6(14)20-13(2)4-8(15)9-7(11(16)18-3)5-19-12(17)10(9)13/h5,8-10,12,15,17H,4H2,1-3H3/t8-,9+,10-,12-,13+/m1/s1
InChIKey ULVZDMRVBDQEEM-TUFGJSMTSA-N
Formula C13H18O7
HBA 7
HBD 2
MW 286.28
Rotatable Bonds 2
TPSA 102.29
LogP -0.29
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 286.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morinda asteroscepa Rubiaceae Plantae 43521

Showing of synonyms

  • Zandi L, Makungu M, et al. (2020). Secoiridoids and Iridoids from Morinda asteroscepa. Journal of natural products,2020, 83(9), 2641-2646. [View] [PubMed]
Pubchem: 162930840

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 286.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.530
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.98

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.230
Plasma Protein Binding
31.6
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
3.370
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.460
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.310
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.940
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
-1.380
Rat (Acute)
2.760
Rat (Chronic Oral)
2.100
Fathead Minnow
3.940
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
323.960
Hydration Free Energy
-11.020
Log(D) at pH=7.4
-0.020
Log(P)
-0.1
Log S
-1.06
Log(Vapor Pressure)
-6.06
Melting Point
144.35
pKa Acid
6.81
pKa Basic
2.16
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 0.8676
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7671
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7626
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7400
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7099
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7094

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