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

Details

• Internal ID: 0dd29d66-0b77-42e4-92cb-39d04710f66c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-methoxy-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C21H30O5/c1-13-5-8-21(3)16(18(22)23)11-15(25-4)12-17(21)20(13,2)9-6-14-7-10-26-19(14)24/h7,11,13,15,17H,5-6,8-10,12H2,1-4H3,(H,22,23)
• InChI Key: YWJHZGOKKDDVHY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	+	0.6304	63.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8399	83.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	+	0.8520	85.20%
P-glycoprotein inhibitior	-	0.5328	53.28%
P-glycoprotein substrate	-	0.6894	68.94%
CYP3A4 substrate	+	0.6610	66.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9137	91.37%
CYP3A4 inhibition	-	0.5541	55.41%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.6479	64.79%
CYP2C8 inhibition	+	0.4460	44.60%
CYP inhibitory promiscuity	-	0.7597	75.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6237	62.37%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.5229	52.29%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4352	43.52%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5490	54.90%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4917	49.17%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.6945	69.45%
Androgen receptor binding	+	0.5282	52.82%
Thyroid receptor binding	+	0.6341	63.41%
Glucocorticoid receptor binding	+	0.8130	81.30%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	98.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.90%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.88%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL5028	O14672	ADAM10	82.98%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.68%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.25%	91.19%

Plants that contains it

• Casearia sylvestris

Cross-Links

• PubChem: 163074927
• LOTUS: LTS0166489
• wikiData: Q105366773