(1S,3R,7R,9S,10R)-9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.01,10.03,7]tridec-12-ene-5,11-dione

Details

• Internal ID: 9bc8e323-3519-49d0-b45f-5b6a004391d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3R,7R,9S,10R)-9,10-dimethyl-4-methylidene-6-oxatetracyclo[7.4.0.01,10.03,7]tridec-12-ene-5,11-dione
• InChI: InChI=1S/C15H16O3/c1-8-9-6-15-5-4-11(16)14(15,3)13(15,2)7-10(9)18-12(8)17/h4-5,9-10H,1,6-7H2,2-3H3/t9-,10-,13-,14-,15-/m1/s1
• InChI Key: HNZWFZXLCGRGDK-NUQSWYPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5596	55.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6267	62.67%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.9300	93.00%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.5775	57.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8880	88.80%
CYP3A4 inhibition	-	0.5637	56.37%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.9556	95.56%
CYP1A2 inhibition	-	0.5443	54.43%
CYP2C8 inhibition	-	0.8216	82.16%
CYP inhibitory promiscuity	-	0.7764	77.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5375	53.75%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.7047	70.47%
Skin irritation	-	0.5547	55.47%
Skin corrosion	-	0.8964	89.64%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4732	47.32%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.8520	85.20%
skin sensitisation	+	0.4730	47.30%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6424	64.24%
Acute Oral Toxicity (c)	III	0.5255	52.55%
Estrogen receptor binding	-	0.5685	56.85%
Androgen receptor binding	+	0.6399	63.99%
Thyroid receptor binding	-	0.6671	66.71%
Glucocorticoid receptor binding	-	0.6262	62.62%
Aromatase binding	-	0.6970	69.70%
PPAR gamma	-	0.5980	59.80%
Honey bee toxicity	-	0.8243	82.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.18%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.93%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.31%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.09%	90.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.19%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%

Plants that contains it

• Ferreyranthus fruticosus

Cross-Links

• PubChem: 163037338
• LOTUS: LTS0223303
• wikiData: Q105031147