Botryosphaerinone

Details

• Internal ID: fd50248e-3c9b-484e-91f5-55fbbeebbc79
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 2-[(1S,2S)-4-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid
• SMILES (Canonical): CCC=CCC1CC(=O)CC1CC(=O)O
• SMILES (Isomeric): CC/C=C\C[C@H]1CC(=O)C[C@H]1CC(=O)O
• InChI: InChI=1S/C12H18O3/c1-2-3-4-5-9-6-11(13)7-10(9)8-12(14)15/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m0/s1
• InChI Key: AUAYBDNKDWXWEX-CMIOBCHKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (1S)-2beta-[(Z)-2-Pentenyl]-4-oxocyclopentane-1beta-acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5163	51.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8779	87.79%
P-glycoprotein inhibitior	-	0.9803	98.03%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	-	0.6848	68.48%
CYP2C9 substrate	+	0.5862	58.62%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.8942	89.42%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.9554	95.54%
CYP2C8 inhibition	-	0.9537	95.37%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9300	93.00%
Eye irritation	-	0.6609	66.09%
Skin irritation	+	0.5939	59.39%
Skin corrosion	-	0.7372	73.72%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5995	59.95%
Micronuclear	-	0.6426	64.26%
Hepatotoxicity	+	0.5551	55.51%
skin sensitisation	-	0.5555	55.55%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7967	79.67%
Acute Oral Toxicity (c)	III	0.7944	79.44%
Estrogen receptor binding	-	0.8014	80.14%
Androgen receptor binding	-	0.8106	81.06%
Thyroid receptor binding	-	0.8104	81.04%
Glucocorticoid receptor binding	-	0.5384	53.84%
Aromatase binding	-	0.7573	75.73%
PPAR gamma	-	0.7195	71.95%
Honey bee toxicity	-	0.9768	97.68%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9391	93.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.35%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.56%	94.45%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 102161310
• NPASS: NPC174097
• LOTUS: LTS0064680
• wikiData: Q75064149