(1R,4aR,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: dd853a26-6b2a-4fcb-80e2-9a7a53e69b44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,4aR,5R,8aS)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-13-5-8-16-19(2,9-4-10-20(16,3)18(22)23)15(13)7-6-14-11-17(21)24-12-14/h11,15-16H,1,4-10,12H2,2-3H3,(H,22,23)/t15-,16+,19-,20-/m1/s1
• InChI Key: QFOOQUGGHZNYTN-WOUAJJJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.6580	65.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.7901	79.01%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5660	56.60%
BSEP inhibitior	+	0.7019	70.19%
P-glycoprotein inhibitior	-	0.7126	71.26%
P-glycoprotein substrate	-	0.6979	69.79%
CYP3A4 substrate	+	0.6375	63.75%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.5413	54.13%
CYP2C9 inhibition	-	0.7634	76.34%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.6810	68.10%
CYP2C8 inhibition	-	0.5849	58.49%
CYP inhibitory promiscuity	-	0.8394	83.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.7087	70.87%
Skin irritation	-	0.5362	53.62%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4318	43.18%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5168	51.68%
skin sensitisation	-	0.7710	77.10%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5836	58.36%
Acute Oral Toxicity (c)	III	0.6469	64.69%
Estrogen receptor binding	+	0.6627	66.27%
Androgen receptor binding	+	0.6627	66.27%
Thyroid receptor binding	+	0.6596	65.96%
Glucocorticoid receptor binding	+	0.8206	82.06%
Aromatase binding	+	0.6502	65.02%
PPAR gamma	+	0.5744	57.44%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	97.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.27%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.17%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.01%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.99%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162998620
• LOTUS: LTS0226519
• wikiData: Q105219688