(1S,2R,11R,12S,14R)-11-hydroxy-5,9,14-trimethyl-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradeca-5,9-dien-4-one

Details

• Internal ID: 93b8d5b5-dc92-456e-9c0b-4d65c606919f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2R,11R,12S,14R)-11-hydroxy-5,9,14-trimethyl-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradeca-5,9-dien-4-one
• InChI: InChI=1S/C15H18O4/c1-6-4-5-8-7(2)14(17)18-12(8)10-9(6)11(16)13-15(10,3)19-13/h10-13,16H,4-5H2,1-3H3/t10-,11+,12-,13-,15+/m0/s1
• InChI Key: KWHUZPFULRFJGB-WHRXGGIHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• 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	+	0.9680	96.80%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6231	62.31%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8406	84.06%
P-glycoprotein inhibitior	-	0.8018	80.18%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8647	86.47%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	+	0.6423	64.23%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4481	44.81%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.7202	72.02%
Skin irritation	+	0.5125	51.25%
Skin corrosion	-	0.8386	83.86%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7331	73.31%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.7517	75.17%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5724	57.24%
Acute Oral Toxicity (c)	III	0.3713	37.13%
Estrogen receptor binding	+	0.5279	52.79%
Androgen receptor binding	-	0.4897	48.97%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.5483	54.83%
Aromatase binding	-	0.7459	74.59%
PPAR gamma	+	0.5771	57.71%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9236	92.36%

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	90.92%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	90.16%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.03%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.52%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.53%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.23%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163053834
• LOTUS: LTS0232373
• wikiData: Q105146942