(2Z,4R,8R,9R,11R)-9-hydroxy-2,11-dimethyl-7-methylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-diene-6,12-dione

Details

• Internal ID: 4ffc4d3e-0bc8-4407-b299-cf99181992f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2Z,4R,8R,9R,11R)-9-hydroxy-2,11-dimethyl-7-methylidene-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-diene-6,12-dione
• InChI: InChI=1S/C15H16O5/c1-7-4-11-13(8(2)14(18)19-11)9(16)6-15(3)12(17)5-10(7)20-15/h4-5,9,11,13,16H,2,6H2,1,3H3/b7-4-/t9-,11-,13-,15-/m1/s1
• InChI Key: NAFFAQZSFOWYKV-WLKQFSQXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.5409	54.09%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6369	63.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9365	93.65%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.6842	68.42%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	-	0.8619	86.19%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.3872	38.72%
Eye corrosion	-	0.9562	95.62%
Eye irritation	-	0.8137	81.37%
Skin irritation	-	0.5380	53.80%
Skin corrosion	-	0.8240	82.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6484	64.84%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6868	68.68%
skin sensitisation	-	0.6457	64.57%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5649	56.49%
Acute Oral Toxicity (c)	III	0.4145	41.45%
Estrogen receptor binding	+	0.5945	59.45%
Androgen receptor binding	+	0.5305	53.05%
Thyroid receptor binding	-	0.5353	53.53%
Glucocorticoid receptor binding	-	0.6425	64.25%
Aromatase binding	-	0.7839	78.39%
PPAR gamma	-	0.5183	51.83%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8854	88.54%

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	95.37%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.26%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.37%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.22%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.65%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.10%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%
CHEMBL1871	P10275	Androgen Receptor	80.13%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101324775
• LOTUS: LTS0055242
• wikiData: Q105176218