Maritimolide - Compound Card

Maritimolide

Select a section from the left sidebar

Maritimolide

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O=C1O[C@@H]2C(=C1CC[C@]1(O)C(=O)O[C@@H]3[C@H]1CC[C@@H]([C@H]1[C@@]3(C)C(=O)CC1)C)CC[C@@H]([C@H]1[C@@]2(C)C(=O)CC1)C
InChI InChI=1S/C30H40O7/c1-15-5-7-17-18(26(33)36-24(17)28(3)19(15)9-11-22(28)31)13-14-30(35)21-8-6-16(2)20-10-12-23(32)29(20,4)25(21)37-27(30)34/h15-16,19-21,24-25,35H,5-14H2,1-4H3/t15-,16-,19-,20-,21+,24+,25+,28-,29-,30+/m0/s1
InChIKey LLAHHGGLAXBRQA-JZIABWRPSA-N
Formula C30H40O7
HBA 7
HBD 1
MW 512.64
Rotatable Bonds 3
TPSA 106.97
LogP 4.09
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 512.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ambrosia maritima Asteraceae Plantae 1028380

Showing of synonyms

  • Mohamed A, Hassan M.H.A, et al. (2022). Docking studies of sesquiterpene lactones isolated from Ambrosia maritima L. reveals their potential anti-inflammatory and cytotoxic activities. Natural product research, 2022, 36(4), 1078-1083. [View] [PubMed]
Pubchem: 101666841
Nmrshiftdb2: 60072146
CPRiL: 413165
Structure

SMILES: O=C1CCC(CCC2)C1C(C23)OC(=O)C=3CCC(C(=O)O4)C(C4C56)CCCC6CCC5=O

Level: 1

Mol. Weight: 512.64 g/mol

Structure

SMILES: O=C1CCC2CCCC(C3C12)CC(=O)O3

Level: 0

Mol. Weight: 512.64 g/mol

Structure

SMILES: C1C(=O)OC(C=12)C3C(CCC3=O)CCC2

Level: 0

Mol. Weight: 512.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
83.58
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.77
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.24
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.26
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-1274.45
Rat (Acute)
2.13
Rat (Chronic Oral)
2.04
Fathead Minnow
5.52
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
496.22
Hydration Free Energy
-2.84
Log(D) at pH=7.4
3.65
Log(P)
3.64
Log S
-5.36
Log(Vapor Pressure)
-9.27
Melting Point
245.13
pKa Acid
7.39
pKa Basic
3.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8804
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7692
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7592
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7536
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7490
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7213

Download SDF