2a,5-Ethano-2aH-cyclobuta[b]cyclopenta[c]pyran-2,10(1H)-dione, hexahydro-5a-hydroxy-5,8,9-trimethyl-

Details

• Internal ID: 7d259692-df26-4c50-a421-05a077174adb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 8-hydroxy-5,9,13-trimethyl-11-oxatetracyclo[7.2.2.01,4.04,8]tridecane-2,12-dione
• InChI: InChI=1S/C15H20O4/c1-8-4-5-14(18)12(3)7-19-15(11(17)9(12)2)10(16)6-13(8,14)15/h8-9,18H,4-7H2,1-3H3
• InChI Key: JXHZYOVPJZOQIF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2a,5-Ethano-2aH-cyclobuta[b]cyclopenta[c]pyran-2,10(1H)-dione, hexahydro-5a-hydroxy-5,8,9-trimethyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	+	0.7081	70.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5217	52.17%
BSEP inhibitior	-	0.8961	89.61%
P-glycoprotein inhibitior	-	0.9148	91.48%
P-glycoprotein substrate	-	0.7723	77.23%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.7804	78.04%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.7604	76.04%
CYP2C8 inhibition	-	0.8932	89.32%
CYP inhibitory promiscuity	-	0.9888	98.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7847	78.47%
Skin irritation	-	0.5503	55.03%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6606	66.06%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5958	59.58%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7332	73.32%
Acute Oral Toxicity (c)	III	0.4182	41.82%
Estrogen receptor binding	+	0.6673	66.73%
Androgen receptor binding	+	0.7073	70.73%
Thyroid receptor binding	-	0.5692	56.92%
Glucocorticoid receptor binding	-	0.7323	73.23%
Aromatase binding	-	0.5556	55.56%
PPAR gamma	-	0.6639	66.39%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8688	86.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.80%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.23%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	90.51%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.45%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.43%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.11%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.24%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.17%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	83.12%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.53%	97.09%

Plants that contains it

• Illicium dunnianum

Cross-Links

• PubChem: 495552
• LOTUS: LTS0251315
• wikiData: Q105136586