(1S,2R,4R,5S,7E,11S,12R)-5-hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

Details

• Internal ID: 47f9c822-9e43-419b-be11-adc8786add79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2R,4R,5S,7E,11S,12R)-5-hydroxy-4,8,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
• InChI: InChI=1S/C15H22O4/c1-8-4-6-10-9(2)14(17)18-12(10)13-15(3,19-13)11(16)7-5-8/h5,9-13,16H,4,6-7H2,1-3H3/b8-5+/t9-,10+,11+,12+,13-,15-/m1/s1
• InChI Key: NVMYBXMBRSFQGR-ZSYJBGGOSA-N
• Popularity: 2 references 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: 1.50
• Atomic LogP (AlogP): 1.81
• 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	+	0.9860	98.60%
Caco-2	+	0.8273	82.73%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5837	58.37%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8642	86.42%
P-glycoprotein inhibitior	-	0.9055	90.55%
P-glycoprotein substrate	-	0.7527	75.27%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.7792	77.92%
CYP2C9 inhibition	-	0.8869	88.69%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	+	0.6200	62.00%
CYP2C8 inhibition	-	0.8945	89.45%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4519	45.19%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9614	96.14%
Skin irritation	+	0.5918	59.18%
Skin corrosion	-	0.8927	89.27%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6452	64.52%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7713	77.13%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5701	57.01%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	-	0.5477	54.77%
Androgen receptor binding	+	0.6399	63.99%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	-	0.7963	79.63%
PPAR gamma	-	0.5942	59.42%
Honey bee toxicity	-	0.8150	81.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9312	93.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.93%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.02%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.67%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.65%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.63%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.84%	97.25%
CHEMBL1871	P10275	Androgen Receptor	86.61%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.24%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.94%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.65%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.55%	86.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.18%	95.89%

Plants that contains it

• Pentzia incana

Cross-Links

• PubChem: 162852716
• LOTUS: LTS0215591
• wikiData: Q27095651