Mussaenosidic acid - Compound Card

Mussaenosidic acid

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Mussaenosidic acid

Structure
Zoomed Structure
  • Family: Plantae - Scrophulariaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](C)(O)CC3)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C16H24O10/c1-16(23)3-2-6-7(13(21)22)5-24-14(9(6)16)26-15-12(20)11(19)10(18)8(4-17)25-15/h5-6,8-12,14-15,17-20,23H,2-4H2,1H3,(H,21,22)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1
InChIKey VLCHQFXSBHIBRV-NJPMDSMTSA-N
Formula C16H24O10
HBA 9
HBD 6
MW 376.36
Rotatable Bonds 4
TPSA 166.14
LogP -2.1
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 376.14
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Linaria aegyptiaca subsp. fruticosa Scrophulariaceae Plantae 2792408

Showing of synonyms

  • Ferhat M, Harkat H, et al. (2010). Iridoids and flavonoid from Linaria aegyptiaca (L.) Dum. subsp. fruticosa. Biochemical Systematics and Ecology,2010,38(4),833-835. [View]
Pubchem: 21633105
Chebi: 167726
Nmrshiftdb2: 70129025

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3

Level: 1

Mol. Weight: 376.36 g/mol

Structure

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 376.36 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 376.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.11
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.400
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
58.14
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
4.090
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.950
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.950
Micronucleos
Safe
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
-6.420
Rat (Acute)
1.930
Rat (Chronic Oral)
3.240
Fathead Minnow
3.540
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
441.730
Hydration Free Energy
-14.910
Log(D) at pH=7.4
-2.280
Log(P)
-1.67
Log S
-1.14
Log(Vapor Pressure)
-14.08
Melting Point
149.29
pKa Acid
2.93
pKa Basic
6.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bile salt hydrolase/transferase P54965 CBH_CLOPE Clostridium perfringens 3 0.7195
Bile salt hydrolase/transferase P54965 CBH_CLOPE Clostridium perfringens 3 0.7195
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7031
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7031

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