Quassin - Compound Card

Quassin

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Quassin

Family: Plantae - Simaroubaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene Lactone

Canonical Smiles	C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2C(=O)C(=C([C@@H]4CC(=O)O3)C)OC)C)C)OC
InChI	InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1
InChIKey	IOSXSVZRTUWBHC-LBTVDEKVSA-N
Formula	C₂₂H₂₈O₆
HBA	6
HBD	0
MW	388.46
Rotatable Bonds	2
TPSA	78.9
LogP	2.82
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.68
Exact Mass	388.19
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Quassia amara	Simaroubaceae	Plantae	43725

Showing of synonyms

Njar VC, Alao TO, et al. (1993). 2-Methoxycanthin-6-one: A new alkaloid from the stem wood of Quassia amara. Planta Medica, 1993,59(3), 259-261. [View]

Pubchem: 65571

Gnps: CCMSLIB00006396452

Zinc: ZINC000003978633

Kegg Ligand: C08778

Chebi: 8692

Nmrshiftdb2: 60076965

Chembl: CHEMBL517016

Comptox: DTXSID30878613

CPRiL: 374195

SMILES: O=C1C=CC(CC(=O)O2)C3C2CC(C4C13)CC=CC4=O

Level: 0

Mol. Weight: 388.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.52
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.66
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.25

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.8
Plasma Protein Binding: 74.45
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: 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: 10.72
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 420.14
Hydration Free Energy: -6.03
Log(D) at pH=7.4: 2.97
Log(P): 2.06
Log S: -4.18
Log(Vapor Pressure): -6.88
Melting Point: 225.08
pKa Acid: 6.54
pKa Basic: 2.48

No predicted protein targets found for this compound.