Pseudapene C

Details

• Internal ID: 79b13e71-e4a9-41c6-93f5-ecd7b5f131ed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (2R)-2-hydroxy-1-[(1S,5S,6S)-1-hydroxy-6-methyl-4-methylidene-6-bicyclo[3.2.0]heptanyl]-4-methylpent-3-en-1-one
• SMILES (Canonical): CC(=CC(C(=O)C1(CC2(C1C(=C)CC2)O)C)O)C
• SMILES (Isomeric): CC(=C[C@H](C(=O)[C@]1(C[C@@]2([C@H]1C(=C)CC2)O)C)O)C
• InChI: InChI=1S/C15H22O3/c1-9(2)7-11(16)13(17)14(4)8-15(18)6-5-10(3)12(14)15/h7,11-12,16,18H,3,5-6,8H2,1-2,4H3/t11-,12+,14+,15+/m1/s1
• InChI Key: SRCGDEZWCNEOKY-DHMWGJHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (2R)-2-hydroxy-1-[(1S,5S,6S)-1-hydroxy-6-methyl-4-methylidene-6-bicyclo[3.2.0]heptanyl]-4-methylpent-3-en-1-one
• (2R)-2-hydroxy-1-((1S,5S,6S)-1-hydroxy-6-methyl-4-methylidene-6-bicyclo(3.2.0)heptanyl)-4-methylpent-3-en-1-one
• RefChem:176881
• CHEBI:226202

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.6488	64.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6558	65.58%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8298	82.98%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.5866	58.66%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8211	82.11%
CYP2C9 inhibition	-	0.6948	69.48%
CYP2C19 inhibition	-	0.7062	70.62%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.7772	77.72%
CYP2C8 inhibition	-	0.8874	88.74%
CYP inhibitory promiscuity	-	0.9437	94.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5434	54.34%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.5334	53.34%
Skin irritation	-	0.5247	52.47%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8224	82.24%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6355	63.55%
skin sensitisation	-	0.5468	54.68%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6023	60.23%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	-	0.5428	54.28%
Androgen receptor binding	+	0.6820	68.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7385	73.85%
Aromatase binding	-	0.5365	53.65%
PPAR gamma	-	0.4848	48.48%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9409	94.09%

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	95.38%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	92.01%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.60%	85.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.40%	95.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682121
• LOTUS: LTS0015132
• wikiData: Q105258899