[(4S,6R,9E,11R)-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradeca-1(14),9-dien-14-yl]methyl acetate

Details

• Internal ID: c6f47cbf-cd68-435e-9bd8-c9ae72ae664d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(4S,6R,9E,11R)-4,9-dimethyl-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradeca-1(14),9-dien-14-yl]methyl acetate
• InChI: InChI=1S/C17H22O5/c1-10-4-5-15-17(3,22-15)7-6-12-13(9-20-11(2)18)16(19)21-14(12)8-10/h8,14-15H,4-7,9H2,1-3H3/b10-8+/t14-,15-,17+/m1/s1
• InChI Key: SZQXAOWAOCLMLC-HBMCTMKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7095	70.95%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7706	77.06%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5818	58.18%
P-glycoprotein inhibitior	-	0.5838	58.38%
P-glycoprotein substrate	-	0.7947	79.47%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.7859	78.59%
CYP2C9 inhibition	-	0.7643	76.43%
CYP2C19 inhibition	-	0.8797	87.97%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.5927	59.27%
CYP2C8 inhibition	-	0.7278	72.78%
CYP inhibitory promiscuity	-	0.8897	88.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.7989	79.89%
Skin irritation	-	0.5415	54.15%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6318	63.18%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.5803	58.03%
Estrogen receptor binding	+	0.6344	63.44%
Androgen receptor binding	+	0.5881	58.81%
Thyroid receptor binding	-	0.5702	57.02%
Glucocorticoid receptor binding	+	0.7627	76.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6814	68.14%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	90.24%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.67%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.34%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.85%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.10%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.93%	93.00%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%

Plants that contains it

• Brocchia cinerea

Cross-Links

• PubChem: 162817311
• LOTUS: LTS0010534
• wikiData: Q105264343