(9S,12R,13S)-5,9-dimethyl-12-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7-triene-3,10,15-trione

Details

• Internal ID: 241a6d8a-3df6-4694-97bf-a5a9602144fa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (9S,12R,13S)-5,9-dimethyl-12-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,7-triene-3,10,15-trione
• SMILES (Canonical): CC1C=CC=C(CC(=O)CC2=CC(C(CC1=O)C(C)C)OC2=O)C
• SMILES (Isomeric): C[C@H]1C=CC=C(CC(=O)CC2=C[C@H]([C@H](CC1=O)C(C)C)OC2=O)C
• InChI: InChI=1S/C20H26O4/c1-12(2)17-11-18(22)14(4)7-5-6-13(3)8-16(21)9-15-10-19(17)24-20(15)23/h5-7,10,12,14,17,19H,8-9,11H2,1-4H3/t14-,17+,19+/m0/s1
• InChI Key: BMKPIWHFMRABEY-POZUXBRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6947	69.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6062	60.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8612	86.12%
P-glycoprotein inhibitior	-	0.5198	51.98%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	0.8199	81.99%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.9101	91.01%
CYP2C9 inhibition	-	0.8725	87.25%
CYP2C19 inhibition	-	0.8984	89.84%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.5672	56.72%
CYP2C8 inhibition	-	0.8427	84.27%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.5108	51.08%
Eye corrosion	-	0.9441	94.41%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.5464	54.64%
Skin corrosion	-	0.8874	88.74%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.5381	53.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4843	48.43%
Acute Oral Toxicity (c)	III	0.6202	62.02%
Estrogen receptor binding	-	0.5366	53.66%
Androgen receptor binding	-	0.6545	65.45%
Thyroid receptor binding	-	0.7242	72.42%
Glucocorticoid receptor binding	+	0.6317	63.17%
Aromatase binding	-	0.6313	63.13%
PPAR gamma	+	0.5176	51.76%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.61%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.65%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.74%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	84.83%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.53%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.43%	93.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.41%	86.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.38%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162958487
• LOTUS: LTS0013074
• wikiData: Q104938431