Crocusatin D

Details

• Internal ID: 3f07d1e7-8ed5-46d3-bd4e-617e4a3fab37
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (6S)-6-hydroxy-3-(hydroxymethyl)-2,4,4-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CC(C1=O)O)(C)C)CO
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1=O)O)(C)C)CO
• InChI: InChI=1S/C10H16O3/c1-6-7(5-11)10(2,3)4-8(12)9(6)13/h8,11-12H,4-5H2,1-3H3/t8-/m0/s1
• InChI Key: GXQVJCFTHJAGRK-QMMMGPOBSA-N
• Popularity: 0 references 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

• CTK1C6954
• 484033-30-9
• DTXSID40453798

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.5375	53.75%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	0.8409	84.09%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8343	83.43%
BSEP inhibitior	-	0.9092	90.92%
P-glycoprotein inhibitior	-	0.9675	96.75%
P-glycoprotein substrate	-	0.9315	93.15%
CYP3A4 substrate	-	0.5620	56.20%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.6832	68.32%
CYP2C9 inhibition	-	0.8455	84.55%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	-	0.9822	98.22%
CYP inhibitory promiscuity	-	0.8388	83.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8344	83.44%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9817	98.17%
Eye irritation	+	0.8746	87.46%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7624	76.24%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5185	51.85%
skin sensitisation	+	0.5535	55.35%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4802	48.02%
Acute Oral Toxicity (c)	III	0.7805	78.05%
Estrogen receptor binding	-	0.9162	91.62%
Androgen receptor binding	-	0.6643	66.43%
Thyroid receptor binding	-	0.8561	85.61%
Glucocorticoid receptor binding	-	0.8438	84.38%
Aromatase binding	-	0.8855	88.55%
PPAR gamma	-	0.7562	75.62%
Honey bee toxicity	-	0.9460	94.60%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9186	91.86%

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	93.23%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.72%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 11063077
• NPASS: NPC213762
• LOTUS: LTS0083955
• wikiData: Q82275045