2-[2-(Furan-3-yl)-2-hydroxyethyl]-5-hydroxy-2-(hydroxymethyl)-3,6,7-trimethyl-9-oxatricyclo[5.2.2.01,6]undecan-8-one

Details

• Internal ID: b1f91b31-82cc-4e10-a799-061a6c55c76f
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 2-[2-(furan-3-yl)-2-hydroxyethyl]-5-hydroxy-2-(hydroxymethyl)-3,6,7-trimethyl-9-oxatricyclo[5.2.2.01,6]undecan-8-one
• SMILES (Canonical): CC1CC(C2(C3(CCC2(C1(CC(C4=COC=C4)O)CO)OC3=O)C)C)O
• SMILES (Isomeric): CC1CC(C2(C3(CCC2(C1(CC(C4=COC=C4)O)CO)OC3=O)C)C)O
• InChI: InChI=1S/C20H28O6/c1-12-8-15(23)18(3)17(2)5-6-20(18,26-16(17)24)19(12,11-21)9-14(22)13-4-7-25-10-13/h4,7,10,12,14-15,21-23H,5-6,8-9,11H2,1-3H3
• InChI Key: LZVVHBYVXMRDLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9595	95.95%
Caco-2	+	0.5324	53.24%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7608	76.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.8851	88.51%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6102	61.02%
BSEP inhibitior	-	0.5634	56.34%
P-glycoprotein inhibitior	-	0.8839	88.39%
P-glycoprotein substrate	-	0.5704	57.04%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7603	76.03%
CYP3A4 inhibition	-	0.5852	58.52%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.8566	85.66%
CYP2C8 inhibition	-	0.6080	60.80%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5702	57.02%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9817	98.17%
Skin irritation	-	0.5912	59.12%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5493	54.93%
skin sensitisation	-	0.9323	93.23%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6857	68.57%
Acute Oral Toxicity (c)	I	0.4537	45.37%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.7162	71.62%
Glucocorticoid receptor binding	+	0.8068	80.68%
Aromatase binding	+	0.8527	85.27%
PPAR gamma	-	0.6897	68.97%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9471	94.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.36%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.72%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.56%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.47%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.96%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.20%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.07%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.33%	97.50%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 14707193
• LOTUS: LTS0065193
• wikiData: Q105160165