[(4R,5R,6S,10E,11aR)-4,5-dihydroxy-6,10-dimethyl-2,7-dioxo-4,5,6,8,9,11a-hexahydrocyclodeca[b]furan-3-yl]methyl acetate

Details

• Internal ID: 0c430445-7b32-40d8-bf39-b6affcdcd2e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(4R,5R,6S,10E,11aR)-4,5-dihydroxy-6,10-dimethyl-2,7-dioxo-4,5,6,8,9,11a-hexahydrocyclodeca[b]furan-3-yl]methyl acetate
• InChI: InChI=1S/C17H22O7/c1-8-4-5-12(19)9(2)15(20)16(21)14-11(7-23-10(3)18)17(22)24-13(14)6-8/h6,9,13,15-16,20-21H,4-5,7H2,1-3H3/b8-6+/t9-,13-,15-,16-/m1/s1
• InChI Key: PIUROFZVUKIBMU-XNVNCVOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9301	93.01%
Caco-2	+	0.6085	60.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4938	49.38%
P-glycoprotein inhibitior	-	0.7607	76.07%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.6935	69.35%
CYP2C9 inhibition	-	0.7235	72.35%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	+	0.6707	67.07%
CYP2C8 inhibition	-	0.7637	76.37%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.5362	53.62%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7741	77.41%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5516	55.16%
skin sensitisation	-	0.8839	88.39%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7604	76.04%
Acute Oral Toxicity (c)	III	0.5671	56.71%
Estrogen receptor binding	-	0.5759	57.59%
Androgen receptor binding	-	0.5224	52.24%
Thyroid receptor binding	-	0.7196	71.96%
Glucocorticoid receptor binding	+	0.6105	61.05%
Aromatase binding	-	0.8040	80.40%
PPAR gamma	-	0.5548	55.48%
Honey bee toxicity	-	0.8239	82.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9234	92.34%

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	97.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.36%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.36%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.90%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162927878
• LOTUS: LTS0001230
• wikiData: Q105209732