(1R,4S,5S,8R,9S,10R,12R)-9-[2-(furan-3-yl)ethyl]-5-hydroxy-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

Details

• Internal ID: dc47a5a5-3fae-4c79-932d-786585415163
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,4S,5S,8R,9S,10R,12R)-9-[2-(furan-3-yl)ethyl]-5-hydroxy-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one
• InChI: InChI=1S/C20H28O4/c1-12-10-16-20(3)15(5-4-14(21)17(20)18(22)24-16)19(12,2)8-6-13-7-9-23-11-13/h7,9,11-12,14-17,21H,4-6,8,10H2,1-3H3/t12-,14+,15-,16-,17+,19+,20+/m1/s1
• InChI Key: FRKSRKZPPJMBNA-QQQVCQMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7268	72.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6777	67.77%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.7149	71.49%
OATP1B3 inhibitior	+	0.8470	84.70%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7956	79.56%
P-glycoprotein inhibitior	-	0.7482	74.82%
P-glycoprotein substrate	+	0.5573	55.73%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	-	0.5717	57.17%
CYP2C9 inhibition	-	0.8711	87.11%
CYP2C19 inhibition	-	0.8990	89.90%
CYP2D6 inhibition	-	0.9663	96.63%
CYP1A2 inhibition	-	0.8607	86.07%
CYP2C8 inhibition	-	0.5884	58.84%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9866	98.66%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.6364	63.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8485	84.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5917	59.17%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4768	47.68%
Acute Oral Toxicity (c)	III	0.4222	42.22%
Estrogen receptor binding	+	0.9211	92.11%
Androgen receptor binding	+	0.6546	65.46%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.7345	73.45%
Aromatase binding	+	0.6490	64.90%
PPAR gamma	+	0.5267	52.67%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	96.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.99%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	84.43%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.47%	97.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.66%	97.79%

Plants that contains it

• Nepeta suavis

Cross-Links

• PubChem: 162916213
• LOTUS: LTS0117549
• wikiData: Q105000227