(1R,3R,5S,6S,8R)-5-(3-hydroxybutyl)-6-methyl-11-methylidene-4,9-dioxatricyclo[6.3.0.03,5]undecan-10-one

Details

• Internal ID: 18cbf19d-b0bb-4742-8ff1-0e0aa011b84d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
• IUPAC Name: (1R,3R,5S,6S,8R)-5-(3-hydroxybutyl)-6-methyl-11-methylidene-4,9-dioxatricyclo[6.3.0.03,5]undecan-10-one
• InChI: InChI=1S/C15H22O4/c1-8-6-12-11(10(3)14(17)18-12)7-13-15(8,19-13)5-4-9(2)16/h8-9,11-13,16H,3-7H2,1-2H3/t8-,9?,11+,12+,13+,15-/m0/s1
• InChI Key: GCZUNBFNRYZCOY-AREHDLCJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.81
• 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	+	0.9878	98.78%
Caco-2	+	0.7641	76.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	-	0.9358	93.58%
P-glycoprotein inhibitior	-	0.9183	91.83%
P-glycoprotein substrate	-	0.6946	69.46%
CYP3A4 substrate	+	0.5866	58.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.6215	62.15%
CYP2C9 inhibition	-	0.8277	82.77%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.5136	51.36%
CYP2C8 inhibition	-	0.9060	90.60%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5994	59.94%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8098	80.98%
Skin irritation	-	0.5396	53.96%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5224	52.24%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6919	69.19%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7678	76.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6107	61.07%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.5308	53.08%
Androgen receptor binding	-	0.5162	51.62%
Thyroid receptor binding	+	0.6790	67.90%
Glucocorticoid receptor binding	+	0.8274	82.74%
Aromatase binding	-	0.5521	55.21%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8342	83.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.40%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.42%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.95%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.56%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.69%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	84.65%	98.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.23%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56931704
• LOTUS: LTS0032286
• wikiData: Q105006597