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

Details

• Internal ID: ef163d73-7a27-497a-8132-3275d2d2f394
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7-hydroxy-5-[2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O6/c1-11-14(21)10-20(3)13(17(23)24)5-4-6-15(20)19(11,2)8-7-12-9-16(22)26-18(12)25/h5,9,11,14-16,21-22H,4,6-8,10H2,1-3H3,(H,23,24)
• InChI Key: IPLDRSDUUNMIQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	-	0.5305	53.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7031	70.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	-	0.6355	63.55%
P-glycoprotein inhibitior	-	0.8117	81.17%
P-glycoprotein substrate	-	0.7188	71.88%
CYP3A4 substrate	+	0.6098	60.98%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	+	0.5385	53.85%
CYP2C9 inhibition	-	0.9379	93.79%
CYP2C19 inhibition	-	0.9430	94.30%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	-	0.7829	78.29%
CYP2C8 inhibition	-	0.7457	74.57%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4674	46.74%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9459	94.59%
Skin irritation	+	0.7539	75.39%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6551	65.51%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5170	51.70%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.6676	66.76%
Acute Oral Toxicity (c)	I	0.6874	68.74%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.5307	53.07%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.7744	77.44%
Aromatase binding	+	0.7885	78.85%
PPAR gamma	+	0.6039	60.39%
Honey bee toxicity	-	0.7800	78.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	96.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.01%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.74%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	82.31%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	80.15%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14807580
• LOTUS: LTS0243926
• wikiData: Q105117309