Kurchinin - Compound Card

Kurchinin

Select a section from the left sidebar

Kurchinin

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid

Canonical Smiles	O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@H](O)C[C@]2([C@H]1CCC2=O)C)C
InChI	InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h7-9,13-15,17,21H,3-6,10H2,1-2H3/t13-,14-,15+,17+,18-,19-/m0/s1
InChIKey	ZHOLUHXKCIXGSR-GBHAUCNQSA-N
Formula	C₁₉H₂₄O₃
HBA	3
HBD	1
MW	300.4
Rotatable Bonds	0
TPSA	54.37
LogP	2.83
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.68
Exact Mass	300.17
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Holarrhena africana	Apocynaceae	Plantae	2708850

Showing of synonyms

Nnadi CO, Nwodo NJ, et al. (2017). Steroid alkaloids from Holarrhena africana with strong activity against Trypanosoma brucei rhodesiense. Molecules, 2017, 22(7), 1129. [View]

Pubchem: 111337

Zinc: ZINC000004706361

Kegg Ligand: C14587

Chebi: 34139

Nmrshiftdb2: 70115033

Bindingdb: 91720

No compound-protein relationship available.

SMILES: O=C1CCC(C12)C3C(CC2)C4C(CC3)=CC(=O)C=C4

Level: 0

Mol. Weight: 300.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.59
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.420
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.37

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.100
Plasma Protein Binding: 65.45
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: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.890
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 418.750
Hydration Free Energy: -6.650
Log(D) at pH=7.4: 2.130
Log(P): 2.04
Log S: -3.48
Log(Vapor Pressure): -6.77
Melting Point: 218.83
pKa Acid: 9.25
pKa Basic: 4.24

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7788
Lactaldehyde dehydrogenase	P25553	ALDA_ECOLI	Escherichia coli	3	0.7136