[(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,7,8,9,11a-hexahydro-3H-cyclodeca[b]furan-9-yl] acetate

Details

• Internal ID: 3f17f556-313b-4557-8c82-890a47fdd175
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aS,7S,9S,11aR)-7-hydroxy-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,7,8,9,11a-hexahydro-3H-cyclodeca[b]furan-9-yl] acetate
• InChI: InChI=1S/C17H24O6/c1-9-4-5-13-10(2)17(21)23-16(13)6-12(8-18)15(7-14(9)20)22-11(3)19/h4,6,10,13-16,18,20H,5,7-8H2,1-3H3/t10-,13+,14+,15+,16+/m1/s1
• InChI Key: XKDIQABGHTWXMA-OLFNHAQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 6
• 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	+	0.9754	97.54%
Caco-2	+	0.5287	52.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7204	72.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4914	49.14%
P-glycoprotein inhibitior	-	0.7786	77.86%
P-glycoprotein substrate	-	0.5970	59.70%
CYP3A4 substrate	+	0.6082	60.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.5312	53.12%
CYP2C9 inhibition	-	0.8845	88.45%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.5651	56.51%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.8714	87.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6395	63.95%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8847	88.47%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7002	70.02%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7088	70.88%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.4415	44.15%
Estrogen receptor binding	+	0.7272	72.72%
Androgen receptor binding	-	0.6918	69.18%
Thyroid receptor binding	-	0.5888	58.88%
Glucocorticoid receptor binding	+	0.8098	80.98%
Aromatase binding	-	0.7120	71.20%
PPAR gamma	-	0.6266	62.66%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9422	94.22%

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	93.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.78%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.73%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.71%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.59%	94.00%

Plants that contains it

• Chrysanthemum naktongense

Cross-Links

• PubChem: 162877063
• LOTUS: LTS0242453
• wikiData: Q105329418