(6E,11R,14E,15aS)-11-hydroxy-3,6,14-trimethyl-10-methylidene-4,5,8,9,11,12,13,15a-octahydrocyclotetradeca[b]furan-2-one

Details

• Internal ID: 0aa5a0b9-42d6-421b-b4dc-a6b5d0813a0e
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (6E,11R,14E,15aS)-11-hydroxy-3,6,14-trimethyl-10-methylidene-4,5,8,9,11,12,13,15a-octahydrocyclotetradeca[b]furan-2-one
• InChI: InChI=1S/C20H28O3/c1-13-6-5-7-15(3)18(21)11-9-14(2)12-19-17(10-8-13)16(4)20(22)23-19/h6,12,18-19,21H,3,5,7-11H2,1-2,4H3/b13-6+,14-12+/t18-,19+/m1/s1
• InChI Key: SLUDROBUTDEEIP-BWJBCYFCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7548	75.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6645	66.45%
P-glycoprotein inhibitior	-	0.5705	57.05%
P-glycoprotein substrate	-	0.8664	86.64%
CYP3A4 substrate	+	0.5805	58.05%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.6422	64.22%
CYP2C9 inhibition	-	0.8719	87.19%
CYP2C19 inhibition	-	0.7624	76.24%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	+	0.5969	59.69%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.8854	88.54%
Skin irritation	+	0.5248	52.48%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3894	38.94%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6995	69.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7653	76.53%
Acute Oral Toxicity (c)	III	0.4532	45.32%
Estrogen receptor binding	-	0.6415	64.15%
Androgen receptor binding	-	0.5442	54.42%
Thyroid receptor binding	-	0.5290	52.90%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	-	0.6487	64.87%
PPAR gamma	+	0.6322	63.22%
Honey bee toxicity	-	0.9016	90.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.16%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.51%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.97%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.84%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.63%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.58%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL2581	P07339	Cathepsin D	81.02%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	80.80%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10425917
• LOTUS: LTS0057973
• wikiData: Q105255634