(3S,4R,4aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-3,5,6,7-tetrahydronaphthalen-2-one

Details

• Internal ID: fe201f59-b9d1-44f8-9a07-416e46622cbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S,4R,4aS)-4-[2-(furan-3-yl)ethyl]-4-hydroxy-3,4a,8,8-tetramethyl-3,5,6,7-tetrahydronaphthalen-2-one
• InChI: InChI=1S/C20H28O3/c1-14-16(21)12-17-18(2,3)8-5-9-19(17,4)20(14,22)10-6-15-7-11-23-13-15/h7,11-14,22H,5-6,8-10H2,1-4H3/t14-,19+,20-/m1/s1
• InChI Key: LNSHYHLTQFBCDL-VOBQZIQPSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8309	83.09%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7327	73.27%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	-	0.4034	40.34%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8547	85.47%
P-glycoprotein inhibitior	-	0.5784	57.84%
P-glycoprotein substrate	-	0.6695	66.95%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	+	0.6625	66.25%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.5209	52.09%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.6515	65.15%
CYP2C8 inhibition	-	0.5895	58.95%
CYP inhibitory promiscuity	-	0.5870	58.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5229	52.29%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9101	91.01%
Skin irritation	+	0.4924	49.24%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5856	58.56%
skin sensitisation	-	0.7358	73.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7367	73.67%
Acute Oral Toxicity (c)	III	0.4404	44.04%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	+	0.7660	76.60%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.6588	65.88%
Aromatase binding	+	0.8168	81.68%
PPAR gamma	-	0.5486	54.86%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	96.84%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.15%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.22%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.84%	94.80%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.64%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

• Lagopsis supina

Cross-Links

• PubChem: 86302558
• LOTUS: LTS0235923
• wikiData: Q105154468