[(1R,3S,5S,11R)-9,14-dimethylidene-8,13-dioxo-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-5-yl]methyl acetate

Details

• Internal ID: 92178f76-ee78-4c49-b323-04ad57f9f5b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,3S,5S,11R)-9,14-dimethylidene-8,13-dioxo-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-5-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CCC(=O)C(=C)CC3C(CC1O2)C(=C)C(=O)O3
• SMILES (Isomeric): CC(=O)OC[C@@]12CCC(=O)C(=C)C[C@@H]3[C@H](C[C@@H]1O2)C(=C)C(=O)O3
• InChI: InChI=1S/C17H20O6/c1-9-6-14-12(10(2)16(20)22-14)7-15-17(23-15,5-4-13(9)19)8-21-11(3)18/h12,14-15H,1-2,4-8H2,3H3/t12-,14-,15+,17+/m1/s1
• InChI Key: DGQROTBNZIJOHQ-UTXMOHQDSA-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): 82.20 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 6
• 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	+	0.9856	98.56%
Caco-2	-	0.5249	52.49%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7967	79.67%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7997	79.97%
P-glycoprotein inhibitior	-	0.7722	77.22%
P-glycoprotein substrate	-	0.7519	75.19%
CYP3A4 substrate	+	0.6238	62.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.9235	92.35%
CYP2C9 inhibition	-	0.8427	84.27%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.6214	62.14%
CYP2C8 inhibition	-	0.5741	57.41%
CYP inhibitory promiscuity	-	0.8776	87.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9570	95.70%
Eye irritation	-	0.6176	61.76%
Skin irritation	-	0.6224	62.24%
Skin corrosion	-	0.8928	89.28%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4452	44.52%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.6811	68.11%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7410	74.10%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	+	0.8585	85.85%
Androgen receptor binding	+	0.5895	58.95%
Thyroid receptor binding	-	0.5936	59.36%
Glucocorticoid receptor binding	+	0.8696	86.96%
Aromatase binding	-	0.5864	58.64%
PPAR gamma	+	0.6613	66.13%
Honey bee toxicity	-	0.7159	71.59%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	98.96%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.76%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	94.44%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.10%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.90%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.40%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.32%	86.33%
CHEMBL5028	O14672	ADAM10	83.70%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.89%	94.00%

Plants that contains it

• Calea berteroana

Cross-Links

• PubChem: 101288320
• LOTUS: LTS0140463
• wikiData: Q104979148