5-[2-Benzoyloxy-2-(furan-3-yl)ethyl]-1,5,6-trimethyl-2,3,4,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: f4af08d7-6ba5-4b7d-be36-c685ab767faf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-benzoyloxy-2-(furan-3-yl)ethyl]-1,5,6-trimethyl-2,3,4,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C27H32O5/c1-18-11-12-22-21(10-7-14-26(22,2)25(29)30)27(18,3)16-23(20-13-15-31-17-20)32-24(28)19-8-5-4-6-9-19/h4-6,8-9,13,15,17-18,23H,7,10-12,14,16H2,1-3H3,(H,29,30)
• InChI Key: OMKNTJBUDYZWHX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.58
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.7039	70.39%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6697	66.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8079	80.79%
OATP1B3 inhibitior	-	0.3513	35.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.9527	95.27%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	-	0.6139	61.39%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	+	0.6218	62.18%
CYP2C9 inhibition	-	0.5927	59.27%
CYP2C19 inhibition	-	0.6718	67.18%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	+	0.6515	65.15%
CYP2C8 inhibition	+	0.6033	60.33%
CYP inhibitory promiscuity	-	0.5321	53.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9685	96.85%
Skin irritation	-	0.6225	62.25%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9055	90.55%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6154	61.54%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8170	81.70%
Acute Oral Toxicity (c)	III	0.3960	39.60%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.5923	59.23%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.8360	83.60%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	-	0.5423	54.23%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.44%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.36%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.22%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.86%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.91%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.32%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 162962364
• LOTUS: LTS0213631
• wikiData: Q105194366