3-hydroxy-alpha-ionone - Compound Card

3-hydroxy-alpha-ionone

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3-hydroxy-alpha-ionone

Family: Plantae - Boraginaceae
Kingdom: Plantae
Class: Enone

Canonical Smiles	CC(=O)/C=C/C1C(=CC(CC1(C)C)O)C
InChI	InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,11-12,15H,8H2,1-4H3/b6-5+
InChIKey	FDSNVAKZRJLMJN-AATRIKPKSA-N
Formula	C₁₃H₂₀O₂
HBA	2
HBD	1
MW	208.3
Rotatable Bonds	2
TPSA	37.3
LogP	2.48
Number Rings	1
Number Aromatic Rings	0
Heavy Atom Count	15
Formal Charge	0
Fraction CSP3	0.62
Exact Mass	208.15
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Heliotropium bacciferum	Boraginaceae	Plantae	244092

Showing of synonyms

Aïssaoui H, Mencherini T, et al. (2019). Heliotropium bacciferum Forssk. (Boraginaceae) extracts: chemical constituents, antioxidant activity and cytotoxic effect in human cancer cell lines. Natural product research, 2019, 33(12), 1813-1818. [View] [PubMed]

Pubchem: 11344809

Cas: 215871-68-4

Chebi: 67266

Nmrshiftdb2: 70124700

No compound-protein relationship available.

SMILES: C1=CCCCC1

Level: 0

Mol. Weight: 208.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.54
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.9
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.89

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.32
Plasma Protein Binding: 27.03
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: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 7.09
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 286.18
Hydration Free Energy: -7.62
Log(D) at pH=7.4: 1.81
Log(P): 2.1
Log S: -2.26
Log(Vapor Pressure): -3.18
Melting Point: 62.69
pKa Acid: 10.87
pKa Basic: 5.18

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9427
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7851
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7748
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7615
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	3	0.7555
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7514
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7486
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7475
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7404
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7299
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	3	0.7285
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7254
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7251
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7216
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	2	0.7081
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7071
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7049
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7044
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7009