[(9S,10E,11aS)-9-hydroxy-10-methyl-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-3-yl]methyl acetate

Details

• Internal ID: 938a9ad9-72cd-471a-a542-098963f37c8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(9S,10E,11aS)-9-hydroxy-10-methyl-6-methylidene-2,7-dioxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-3-yl]methyl acetate
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)COC(=O)C)CCC(=C)C(=O)CC1O
• SMILES (Isomeric): C/C/1=C\[C@H]2C(=C(C(=O)O2)COC(=O)C)CCC(=C)C(=O)C[C@@H]1O
• InChI: InChI=1S/C17H20O6/c1-9-4-5-12-13(8-22-11(3)18)17(21)23-16(12)6-10(2)15(20)7-14(9)19/h6,15-16,20H,1,4-5,7-8H2,2-3H3/b10-6+/t15-,16-/m0/s1
• InChI Key: YGOJEPPXDYYQTN-DAASWOGBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5347	53.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6687	66.87%
P-glycoprotein inhibitior	-	0.7080	70.80%
P-glycoprotein substrate	-	0.8259	82.59%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.6774	67.74%
CYP2C9 inhibition	-	0.8737	87.37%
CYP2C19 inhibition	-	0.8846	88.46%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.5458	54.58%
CYP2C8 inhibition	-	0.6883	68.83%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7156	71.56%
Eye corrosion	-	0.9524	95.24%
Eye irritation	-	0.7788	77.88%
Skin irritation	-	0.5798	57.98%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7289	72.89%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5798	57.98%
skin sensitisation	-	0.8075	80.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7765	77.65%
Acute Oral Toxicity (c)	III	0.5442	54.42%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	-	0.5506	55.06%
Thyroid receptor binding	-	0.5794	57.94%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	-	0.5518	55.18%
Honey bee toxicity	-	0.7689	76.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	92.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.24%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.48%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.64%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.21%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.26%	97.09%

Plants that contains it

• Artemisia anomala

Cross-Links

• PubChem: 163011468
• LOTUS: LTS0033796
• wikiData: Q105348186