(5Z)-1,5-dimethyl-8-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-2,16-dione

Details

• Internal ID: fb0e8c81-8018-4cc2-be24-61cd28f20724
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5Z)-1,5-dimethyl-8-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-2,16-dione
• SMILES (Canonical): CC1=CC=C(CCC2=CCCC(C(=O)CC1)(OC2=O)C)C(C)C
• SMILES (Isomeric): C/C/1=C/C=C(CCC2=CCCC(C(=O)CC1)(OC2=O)C)C(C)C
• InChI: InChI=1S/C20H28O3/c1-14(2)16-9-7-15(3)8-12-18(21)20(4)13-5-6-17(11-10-16)19(22)23-20/h6-7,9,14H,5,8,10-13H2,1-4H3/b15-7-,16-9?
• InChI Key: PSZUHEPXMXTNIL-JFMVCROYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 3
• 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	+	0.9912	99.12%
Caco-2	+	0.8176	81.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6150	61.50%
P-glycoprotein inhibitior	-	0.6857	68.57%
P-glycoprotein substrate	-	0.8930	89.30%
CYP3A4 substrate	+	0.5684	56.84%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.7093	70.93%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7868	78.68%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8632	86.32%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5522	55.22%
skin sensitisation	+	0.4818	48.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.8819	88.19%
Acute Oral Toxicity (c)	III	0.6226	62.26%
Estrogen receptor binding	-	0.7722	77.22%
Androgen receptor binding	-	0.5256	52.56%
Thyroid receptor binding	-	0.5123	51.23%
Glucocorticoid receptor binding	-	0.4753	47.53%
Aromatase binding	-	0.7142	71.42%
PPAR gamma	-	0.4935	49.35%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9841	98.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.80%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	87.26%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.42%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	82.08%	89.63%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.92%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.66%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.34%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134759255
• LOTUS: LTS0254314
• wikiData: Q105214504