Crocusatin C

Details

• Internal ID: 5c865e9b-6b39-41e0-998f-ff7958129bf0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S)-4-(hydroxymethyl)-3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1CO)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@@H]1CO)(C)C
• InChI: InChI=1S/C10H16O2/c1-7-4-8(12)5-10(2,3)9(7)6-11/h4,9,11H,5-6H2,1-3H3/t9-/m1/s1
• InChI Key: KURIDZCRFQNRTO-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL4643017

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7042	70.42%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9115	91.15%
P-glycoprotein inhibitior	-	0.9764	97.64%
P-glycoprotein substrate	-	0.9148	91.48%
CYP3A4 substrate	-	0.5447	54.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.6495	64.95%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.8808	88.08%
CYP1A2 inhibition	-	0.6667	66.67%
CYP2C8 inhibition	-	0.9816	98.16%
CYP inhibitory promiscuity	-	0.7657	76.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7657	76.57%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9479	94.79%
Eye irritation	+	0.8988	89.88%
Skin irritation	-	0.5702	57.02%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6142	61.42%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6568	65.68%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5931	59.31%
Acute Oral Toxicity (c)	III	0.7537	75.37%
Estrogen receptor binding	-	0.9796	97.96%
Androgen receptor binding	-	0.8098	80.98%
Thyroid receptor binding	-	0.9110	91.10%
Glucocorticoid receptor binding	-	0.9064	90.64%
Aromatase binding	-	0.9217	92.17%
PPAR gamma	-	0.9043	90.43%
Honey bee toxicity	-	0.9698	96.98%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9365	93.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.50%	96.43%

Plants that contains it

• Crocus sativus
• Gardenia jasminoides

Cross-Links

• PubChem: 11105753
• NPASS: NPC286151
• LOTUS: LTS0032741
• wikiData: Q104401449