3-[2-[4-hydroxy-4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 299df0f1-e259-4c03-a68f-947108cc81cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[4-hydroxy-4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O5/c1-13-8-17(23)20(12-22)15(10-21)4-3-5-16(20)19(13,2)7-6-14-9-18(24)25-11-14/h4,9,13,16-17,21-23H,3,5-8,10-12H2,1-2H3
• InChI Key: NUDXPVAYRKLZJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.5907	59.07%
Blood Brain Barrier	+	0.5913	59.13%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	+	0.5162	51.62%
BSEP inhibitior	+	0.7517	75.17%
P-glycoprotein inhibitior	-	0.7396	73.96%
P-glycoprotein substrate	-	0.5123	51.23%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.7971	79.71%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.9183	91.83%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.9076	90.76%
CYP2C8 inhibition	-	0.5665	56.65%
CYP inhibitory promiscuity	-	0.8644	86.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5700	57.00%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.5287	52.87%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3963	39.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6846	68.46%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6731	67.31%
Acute Oral Toxicity (c)	III	0.4731	47.31%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	+	0.6494	64.94%
Thyroid receptor binding	+	0.5432	54.32%
Glucocorticoid receptor binding	+	0.7779	77.79%
Aromatase binding	+	0.7786	77.86%
PPAR gamma	-	0.5510	55.10%
Honey bee toxicity	-	0.7729	77.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	97.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.49%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.37%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.71%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.81%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.41%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.39%	82.69%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.24%	83.57%
CHEMBL4040	P28482	MAP kinase ERK2	83.18%	83.82%

Plants that contains it

• Salvia thymoides

Cross-Links

• PubChem: 163034884
• LOTUS: LTS0194746
• wikiData: Q105185831