Crocusatin L

Details

• Internal ID: 0abf5cb4-9b5f-44ed-bf1c-9259d82d1acd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-hydroxy-4-(hydroxymethyl)-3,5,5-trimethylcyclohex-3-en-1-one
• SMILES (Canonical): CC1=C(C(CC(=O)C1O)(C)C)CO
• SMILES (Isomeric): CC1=C(C(CC(=O)C1O)(C)C)CO
• InChI: InChI=1S/C10H16O3/c1-6-7(5-11)10(2,3)4-8(12)9(6)13/h9,11,13H,4-5H2,1-3H3
• InChI Key: HIZMOSZXHSNYFG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL455866
• 2-hydroxy-4-(hydroxymethyl)-3,5,5-trimethylcyclohex-3-en-1-one
• Crocusatin-L
• BDBM50250533

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.5511	55.11%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8882	88.82%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9701	97.01%
P-glycoprotein substrate	-	0.9431	94.31%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8053	80.53%
CYP3A4 inhibition	-	0.6262	62.62%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	-	0.9778	97.78%
CYP inhibitory promiscuity	-	0.7741	77.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8950	89.50%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9810	98.10%
Eye irritation	+	0.9395	93.95%
Skin irritation	-	0.7463	74.63%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5469	54.69%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5348	53.48%
skin sensitisation	+	0.4931	49.31%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4846	48.46%
Acute Oral Toxicity (c)	III	0.6886	68.86%
Estrogen receptor binding	-	0.9357	93.57%
Androgen receptor binding	-	0.8322	83.22%
Thyroid receptor binding	-	0.7661	76.61%
Glucocorticoid receptor binding	-	0.8682	86.82%
Aromatase binding	-	0.7707	77.07%
PPAR gamma	-	0.8618	86.18%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	91.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.10%	94.75%
CHEMBL2581	P07339	Cathepsin D	85.87%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.31%	97.25%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 10419872
• NPASS: NPC45264
• LOTUS: LTS0217980
• wikiData: Q105029119