(1R,7S,9R,10S,12S,14R)-4,9,14-trimethyl-6,11,15-trioxapentacyclo[8.5.0.01,14.03,7.010,12]pentadec-3-en-5-one

Details

• Internal ID: 11852eb7-673e-4e5c-a31c-35dcad6edf34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1R,7S,9R,10S,12S,14R)-4,9,14-trimethyl-6,11,15-trioxapentacyclo[8.5.0.01,14.03,7.010,12]pentadec-3-en-5-one
• InChI: InChI=1S/C15H18O4/c1-7-4-10-9(8(2)12(16)17-10)5-14-13(3,19-14)6-11-15(7,14)18-11/h7,10-11H,4-6H2,1-3H3/t7-,10+,11+,13-,14-,15+/m1/s1
• InChI Key: ZBBIEMDXCHNAQM-PKNVUWEXSA-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): 51.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7979	79.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6331	63.31%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8109	81.09%
P-glycoprotein inhibitior	-	0.8582	85.82%
P-glycoprotein substrate	-	0.7469	74.69%
CYP3A4 substrate	+	0.6283	62.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.6841	68.41%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.6403	64.03%
CYP2C8 inhibition	-	0.8338	83.38%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5031	50.31%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.7062	70.62%
Skin irritation	-	0.5589	55.89%
Skin corrosion	-	0.9114	91.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5992	59.92%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8263	82.63%
Acute Oral Toxicity (c)	III	0.3841	38.41%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	+	0.6910	69.10%
Glucocorticoid receptor binding	+	0.6370	63.70%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	+	0.7229	72.29%
Honey bee toxicity	-	0.8110	81.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	95.65%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.65%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	88.28%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.35%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.30%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.29%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.23%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.22%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10682900
• LOTUS: LTS0022871
• wikiData: Q105370448