(1S,2S,6R,7S,12R,14S)-7-hydroxy-9,14-dimethyl-5-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-4-one

Details

• Internal ID: 70d449fd-f4cf-4ba0-9770-3897a4f0df81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2S,6R,7S,12R,14S)-7-hydroxy-9,14-dimethyl-5-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-4-one
• InChI: InChI=1S/C15H18O4/c1-6-4-9(16)11-7(2)14(17)18-13(11)12-8(6)5-10-15(12,3)19-10/h9-13,16H,2,4-5H2,1,3H3/t9-,10+,11+,12-,13-,15+/m0/s1
• InChI Key: CUEXORQHTMDQIA-CSWWBCRBSA-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: 0.40
• Atomic LogP (AlogP): 1.34
• 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	+	0.9868	98.68%
Caco-2	+	0.6311	63.11%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5581	55.81%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9737	97.37%
P-glycoprotein inhibitior	-	0.8290	82.90%
P-glycoprotein substrate	-	0.7672	76.72%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.5122	51.22%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.8786	87.86%
CYP inhibitory promiscuity	-	0.9613	96.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5165	51.65%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.7688	76.88%
Skin irritation	-	0.5408	54.08%
Skin corrosion	-	0.8662	86.62%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5567	55.67%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7712	77.12%
skin sensitisation	-	0.6917	69.17%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8055	80.55%
Acute Oral Toxicity (c)	III	0.3687	36.87%
Estrogen receptor binding	+	0.7312	73.12%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.6188	61.88%
Aromatase binding	-	0.5356	53.56%
PPAR gamma	-	0.5989	59.89%
Honey bee toxicity	-	0.7785	77.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	96.17%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.20%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

• Chrysanthemum fastigiatum

Cross-Links

• PubChem: 102060406
• LOTUS: LTS0192705
• wikiData: Q104970208