(3S,3aS,4S,7R,10E,11aS)-4,7-dihydroxy-3-methyl-3a,4,5,6,7,8,9,11a-octahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: ee553911-0141-4f6f-bf42-21b76e286964
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,4S,7R,10E,11aS)-4,7-dihydroxy-3-methyl-3a,4,5,6,7,8,9,11a-octahydro-3H-cyclodeca[b]furan-2-one
• InChI: InChI=1S/C13H20O4/c1-8-12-10(15)7-6-9(14)4-2-3-5-11(12)17-13(8)16/h3,5,8-12,14-15H,2,4,6-7H2,1H3/b5-3+/t8-,9+,10-,11-,12-/m0/s1
• InChI Key: NRJBCHONNAYGLK-YGBFRMIDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.29 g/mol
• Exact Mass: 240.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.5979	59.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9409	94.09%
P-glycoprotein inhibitior	-	0.9664	96.64%
P-glycoprotein substrate	-	0.8794	87.94%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8453	84.53%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.9648	96.48%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.6944	69.44%
CYP2C8 inhibition	-	0.9525	95.25%
CYP inhibitory promiscuity	-	0.9721	97.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5560	55.60%
Eye corrosion	-	0.9381	93.81%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.6090	60.90%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6052	60.52%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4553	45.53%
Acute Oral Toxicity (c)	III	0.5057	50.57%
Estrogen receptor binding	+	0.5394	53.94%
Androgen receptor binding	-	0.7544	75.44%
Thyroid receptor binding	-	0.7012	70.12%
Glucocorticoid receptor binding	-	0.4707	47.07%
Aromatase binding	-	0.8221	82.21%
PPAR gamma	-	0.7303	73.03%
Honey bee toxicity	-	0.9035	90.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7757	77.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.32%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.73%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.26%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.84%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.62%	83.10%

Plants that contains it

• Launaea arborescens

Cross-Links

• PubChem: 162967702
• LOTUS: LTS0167372
• wikiData: Q105184575