(2Z,4S)-4-acetyl-2-chromen-2-ylidene-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione

Details

• Internal ID: 719c994b-842a-4aa8-b211-02897cc6c023
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2Z,4S)-4-acetyl-2-chromen-2-ylidene-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione
• SMILES (Canonical): CC(=O)C1(C(=O)C(=C2C=CC3=CC=CC=C3O2)C(=O)C1(C)C)O
• SMILES (Isomeric): CC(=O)[C@@]1(C(=O)/C(=C\2/C=CC3=CC=CC=C3O2)/C(=O)C1(C)C)O
• InChI: InChI=1S/C18H16O5/c1-10(19)18(22)16(21)14(15(20)17(18,2)3)13-9-8-11-6-4-5-7-12(11)23-13/h4-9,22H,1-3H3/b14-13-/t18-/m0/s1
• InChI Key: YJRSPHUJIDRNID-HWOXTHGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.7672	76.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8114	81.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6185	61.85%
P-glycoprotein inhibitior	-	0.6623	66.23%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	+	0.5573	55.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.5767	57.67%
CYP2C9 inhibition	+	0.8799	87.99%
CYP2C19 inhibition	+	0.8241	82.41%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.5759	57.59%
CYP2C8 inhibition	-	0.7466	74.66%
CYP inhibitory promiscuity	+	0.7385	73.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4898	48.98%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8250	82.50%
Skin irritation	-	0.6426	64.26%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.7051	70.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7801	78.01%
Acute Oral Toxicity (c)	III	0.6181	61.81%
Estrogen receptor binding	+	0.8914	89.14%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	-	0.5518	55.18%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	+	0.6869	68.69%
Honey bee toxicity	-	0.9308	93.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9836	98.36%

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	97.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	85.74%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.93%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.65%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.50%	90.00%

Plants that contains it

• Psorothamnus polydenius

Cross-Links

• PubChem: 163190319
• LOTUS: LTS0238909
• wikiData: Q105349432