(+)-Boscialin

Details

• Internal ID: 59450cb6-9402-4aa6-88a6-37a66592cc76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-4-[(1R,4R,6S)-1,4-dihydroxy-2,2,6-trimethylcyclohexyl]but-3-en-2-one
• SMILES (Canonical): CC1CC(CC(C1(C=CC(=O)C)O)(C)C)O
• SMILES (Isomeric): C[C@H]1C[C@H](CC([C@@]1(/C=C/C(=O)C)O)(C)C)O
• InChI: InChI=1S/C13H22O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-6,9,11,15-16H,7-8H2,1-4H3/b6-5+/t9-,11+,13-/m0/s1
• InChI Key: CWLKAPCFJXJCEO-JFALBFGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL476005

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7874	78.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8533	85.33%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7470	74.70%
P-glycoprotein inhibitior	-	0.9680	96.80%
P-glycoprotein substrate	-	0.7169	71.69%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8788	87.88%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.8912	89.12%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.9382	93.82%
CYP2C8 inhibition	-	0.9558	95.58%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7841	78.41%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9396	93.96%
Eye irritation	-	0.6486	64.86%
Skin irritation	-	0.5490	54.90%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8296	82.96%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	+	0.8206	82.06%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.7773	77.73%
Estrogen receptor binding	-	0.7167	71.67%
Androgen receptor binding	-	0.6530	65.30%
Thyroid receptor binding	-	0.5561	55.61%
Glucocorticoid receptor binding	-	0.5567	55.67%
Aromatase binding	-	0.7633	76.33%
PPAR gamma	-	0.8089	80.89%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9090	90.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.10%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.90%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.02%	95.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.98%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.57%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	83.13%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.21%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.23%	96.77%

Plants that contains it

• Boscia salicifolia
• Chrysanthemum indicum
• Nelumbo nucifera

Cross-Links

• PubChem: 10846879
• NPASS: NPC149550
• LOTUS: LTS0125788
• wikiData: Q104971348