Inucrithmolide - Compound Card

Inucrithmolide

Select a section from the left sidebar

Inucrithmolide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Glycoside
Canonical Smiles C/C=C(\C(=O)O[C@H]1CC=C([C@@H]2[C@@]1(C)[C@@H](OC(=O)C)C[C@@H]1[C@H]2OC(=O)[C@@H]1C)C)/C
InChI InChI=1S/C22H30O6/c1-7-11(2)20(24)27-16-9-8-12(3)18-19-15(13(4)21(25)28-19)10-17(22(16,18)6)26-14(5)23/h7-8,13,15-19H,9-10H2,1-6H3/b11-7-/t13-,15+,16+,17+,18+,19-,22-/m1/s1
InChIKey AIRAUUXPYGGOPL-ODCGHNENSA-N
Formula C22H30O6
HBA 6
HBD 0
MW 390.48
Rotatable Bonds 3
TPSA 78.9
LogP 3.35
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 390.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Inula crithmoides Asteraceae Plantae 119182

Showing of synonyms

  • Mahmoud ZF, Salam NAA, et al. (1981). A carotane derivative and a eudesmanolide from Inula crithmoides. Phytochemistry,1981,20(4),735-738. [View]
Pubchem: 101277242
Nmrshiftdb2: 70083827

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C12)C3C(CC2)CCC=C3

Level: 0

Mol. Weight: 390.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
64.16
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.39
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.26
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.8
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
-11.69
Rat (Acute)
2.84
Rat (Chronic Oral)
1.86
Fathead Minnow
3.92
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
385.56
Hydration Free Energy
-4.87
Log(D) at pH=7.4
2.57
Log(P)
3.93
Log S
-4.41
Log(Vapor Pressure)
-7.1
Melting Point
120.72
pKa Acid
10.09
pKa Basic
4.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8728
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8728
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8319
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8319
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8317
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8317
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7914
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7914
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7554
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7554
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7455
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7455
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7136
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7136
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7095
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7095
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7090
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7090
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7083
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7083
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7006
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7006

Download SDF