(1S,5R,8S,9S,10R,11R)-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylic acid

Details

• Internal ID: 21fdbee8-e7ee-4ebd-afbd-2d2001d38805
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,5R,8S,9S,10R,11R)-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylic acid
• InChI: InChI=1S/C19H22O4/c1-10-8-18-9-11(10)4-5-12(18)19-7-3-6-17(2,16(22)23-19)14(19)13(18)15(20)21/h5,11,13-14H,1,3-4,6-9H2,2H3,(H,20,21)/t11-,13-,14-,17-,18+,19-/m1/s1
• InChI Key: URQVNHAGIRVMLB-KSPULMHRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.5898	58.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7466	74.66%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5729	57.29%
BSEP inhibitior	-	0.9089	90.89%
P-glycoprotein inhibitior	-	0.8878	88.78%
P-glycoprotein substrate	-	0.7858	78.58%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.7648	76.48%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8527	85.27%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	+	0.7241	72.41%
CYP2C8 inhibition	-	0.5801	58.01%
CYP inhibitory promiscuity	-	0.9379	93.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8643	86.43%
Skin irritation	+	0.5762	57.62%
Skin corrosion	-	0.8805	88.05%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7336	73.36%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6352	63.52%
skin sensitisation	-	0.7842	78.42%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7086	70.86%
Acute Oral Toxicity (c)	III	0.5877	58.77%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.6930	69.30%
Thyroid receptor binding	+	0.5439	54.39%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	+	0.5459	54.59%
PPAR gamma	-	0.5647	56.47%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.35%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.29%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.54%	97.25%

Plants that contains it

• Lygodium japonicum

Cross-Links

• PubChem: 15330731
• LOTUS: LTS0087034
• wikiData: Q105277981