Spiro-ethuliacoumarin - Compound Card

Spiro-ethuliacoumarin

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Spiro-ethuliacoumarin

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles C=C[C@@]1(C)C[C@@H]2[C@H](C31C(=O)Oc1c(C3=O)c(C)ccc1)[C@@H](C(=O)O2)C
InChI InChI=1S/C20H20O5/c1-5-19(4)9-13-15(11(3)17(22)24-13)20(19)16(21)14-10(2)7-6-8-12(14)25-18(20)23/h5-8,11,13,15H,1,9H2,2-4H3/t11-,13+,15+,19-,20?/m0/s1
InChIKey HCNWFUBAVKLJEB-CSNCXGRBSA-N
Formula C20H20O5
HBA 5
HBD 0
MW 340.38
Rotatable Bonds 1
TPSA 69.67
LogP 2.86
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 340.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ethulia conyzoides Asteraceae Plantae 434659

Showing of synonyms

  • Mahmoud AA, Ahmed AA, et al. (1994). Structure of a novel spiro-monoterpene-coumarin in Ethulia conyzoides. Tetrahedron Letters,1994,35(35),6517-6520. [View]
Pubchem: 162950620

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(CC2)C1C23C(=O)c4c(OC3=O)cccc4

Level: 0

Mol. Weight: 340.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.55
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
73.87
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
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
6.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.97
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
-0.31
Rat (Acute)
3.36
Rat (Chronic Oral)
2.2
Fathead Minnow
4.08
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
394.72
Hydration Free Energy
-6.91
Log(D) at pH=7.4
2.72
Log(P)
3.32
Log S
-4.62
Log(Vapor Pressure)
-7.05
Melting Point
156.55
pKa Acid
7.39
pKa Basic
4.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9094
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9094
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8676
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8676
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7572
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7572
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7290
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7290
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7262
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7262

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