(1S,3S,5R,6S,8S,9Z,11S,14S)-6,8-dihydroxy-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradec-9-en-13-one

Details

• Internal ID: d5d9e92a-0551-4977-bfd5-66658961b9fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3S,5R,6S,8S,9Z,11S,14S)-6,8-dihydroxy-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradec-9-en-13-one
• InChI: InChI=1S/C15H22O5/c1-7-4-11-9(8(2)14(18)19-11)5-13-15(3,20-13)12(17)6-10(7)16/h4,8-13,16-17H,5-6H2,1-3H3/b7-4-/t8-,9-,10-,11+,12-,13-,15+/m0/s1
• InChI Key: KJRZFQQUFIBFFI-LJNYLYBWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 5
• 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	+	0.9542	95.42%
Caco-2	+	0.5801	58.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4618	46.18%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	-	0.7545	75.45%
CYP3A4 substrate	+	0.5916	59.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8751	87.51%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.7403	74.03%
CYP2C8 inhibition	-	0.9190	91.90%
CYP inhibitory promiscuity	-	0.9129	91.29%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4263	42.63%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9564	95.64%
Skin irritation	-	0.5444	54.44%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6702	67.02%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7535	75.35%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.3194	31.94%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	-	0.6086	60.86%
Thyroid receptor binding	+	0.6364	63.64%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	-	0.5869	58.69%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8033	80.33%

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	92.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.60%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.21%	97.09%
CHEMBL1871	P10275	Androgen Receptor	83.85%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.48%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.14%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.20%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.68%	94.00%

Plants that contains it

• Tanacetum sinaicum

Cross-Links

• PubChem: 14194094
• LOTUS: LTS0160251
• wikiData: Q105141942