Inerminoside A - Compound Card

Inerminoside A

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Inerminoside A

Structure
Zoomed Structure
  • Family: Plantae - Verbenaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Iridoid Glycoside
Canonical Smiles OCCC(CC/C=C(/C(=O)OCC1(O)COC(C1O)OC1C(OC(C(C1O)O)CO)OC1OC=C(C2C1[C@@](C)(O)CC2)C(=O)O)\C)C
InChI InChI=1S/C31H48O16/c1-15(8-10-32)5-4-6-16(2)26(39)43-13-31(41)14-44-29(24(31)36)46-23-22(35)21(34)19(11-33)45-28(23)47-27-20-17(7-9-30(20,3)40)18(12-42-27)25(37)38/h6,12,15,17,19-24,27-29,32-36,40-41H,4-5,7-11,13-14H2,1-3H3,(H,37,38)/b16-6+/t15?,17?,19?,20?,21?,22?,23?,24?,27?,28?,29?,30-,31?/m0/s1
InChIKey FLJKFRKXSGKIEW-SALNZWLLSA-N
Formula C31H48O16
HBA 15
HBD 8
MW 676.71
Rotatable Bonds 14
TPSA 251.36
LogP -1.33
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 47
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 676.29
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Clerodendrum inerme Verbenaceae Plantae 49994

Showing of synonyms

  • Calis I, Hosny M, et al. (1994). Inerminosides A and B, two novel complex iridoid glycosides from Clerodendrum inerme. Journal of Natural Products,1994,57(4),494-500. [View] [PubMed]
Pubchem: 54608174

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)C(OC=C2)OC(OCCC3)C3OC4CCCO4

Level: 2

Mol. Weight: 676.71 g/mol

Structure

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

Level: 1

Mol. Weight: 676.71 g/mol

Structure

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 676.71 g/mol

Structure

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 676.71 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 676.71 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 676.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.17
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
39.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.98
Plasma Protein Binding
10.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
3.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.03
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.12
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.62
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
-72534.17
Rat (Acute)
2.37
Rat (Chronic Oral)
3.67
Fathead Minnow
106.41
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
3051.5
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.45
Log(P)
0.02
Log S
-1.68
Log(Vapor Pressure)
-128.6
Melting Point
134.5
pKa Acid
2.13
pKa Basic
4.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7851
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7851
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7816
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7816
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7676
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7676
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7572
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7572
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7544
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7544
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7513
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7513
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7485
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7485
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7202
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7202
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7130
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7130
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7094
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7094
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7081
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7081
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7080
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7080

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