(1S)-1-[(1R,2S,3R)-2,3-dimethyl-5-oxocyclopentyl]-5-(hydroxymethyl)-3-oxabicyclo[4.2.0]octa-5,7-dien-4-one

Details

• Internal ID: adcaf687-bb2a-4d09-8438-23d51a13bbe2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S)-1-[(1R,2S,3R)-2,3-dimethyl-5-oxocyclopentyl]-5-(hydroxymethyl)-3-oxabicyclo[4.2.0]octa-5,7-dien-4-one
• SMILES (Canonical): CC1CC(=O)C(C1C)C23COC(=O)C(=C2C=C3)CO
• SMILES (Isomeric): C[C@@H]1CC(=O)[C@H]([C@H]1C)[C@]23COC(=O)C(=C2C=C3)CO
• InChI: InChI=1S/C15H18O4/c1-8-5-12(17)13(9(8)2)15-4-3-11(15)10(6-16)14(18)19-7-15/h3-4,8-9,13,16H,5-7H2,1-2H3/t8-,9+,13+,15-/m1/s1
• InChI Key: BQVAMVPZCKVSKV-PXRKONNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	+	0.6645	66.45%
Blood Brain Barrier	+	0.7767	77.67%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7214	72.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6343	63.43%
P-glycoprotein inhibitior	-	0.9520	95.20%
P-glycoprotein substrate	-	0.7103	71.03%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9120	91.20%
CYP3A4 inhibition	-	0.8085	80.85%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.7881	78.81%
CYP2C8 inhibition	-	0.8607	86.07%
CYP inhibitory promiscuity	-	0.9231	92.31%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.5729	57.29%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9333	93.33%
Skin irritation	-	0.6261	62.61%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7294	72.94%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5868	58.68%
Acute Oral Toxicity (c)	III	0.4695	46.95%
Estrogen receptor binding	-	0.6153	61.53%
Androgen receptor binding	+	0.5631	56.31%
Thyroid receptor binding	-	0.6144	61.44%
Glucocorticoid receptor binding	+	0.7739	77.39%
Aromatase binding	-	0.5845	58.45%
PPAR gamma	-	0.6470	64.70%
Honey bee toxicity	-	0.9016	90.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9281	92.81%

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	95.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.89%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.57%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.54%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039909
• LOTUS: LTS0109137
• wikiData: Q104944586