5-[2-(Furan-3-yl)-2-oxoethyl]-8-hydroxy-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 44cef30e-41bb-45a5-a06b-9efcf767d26e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)-2-oxoethyl]-8-hydroxy-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• InChI: InChI=1S/C20H26O4/c1-12-9-16(22)18-19(2,3)17(23)5-7-20(18,4)14(12)10-15(21)13-6-8-24-11-13/h6,8,11,14,16,18,22H,1,5,7,9-10H2,2-4H3
• InChI Key: VMPOHAQHVHJHTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• 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	+	0.9936	99.36%
Caco-2	+	0.6381	63.81%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3549	35.49%
OATP1B3 inhibitior	+	0.8185	81.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.6902	69.02%
P-glycoprotein substrate	-	0.6643	66.43%
CYP3A4 substrate	+	0.6227	62.27%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7982	79.82%
CYP3A4 inhibition	+	0.7192	71.92%
CYP2C9 inhibition	-	0.7678	76.78%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	+	0.4494	44.94%
CYP inhibitory promiscuity	-	0.7544	75.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9537	95.37%
Skin irritation	+	0.5391	53.91%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.5424	54.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7526	75.26%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7527	75.27%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6156	61.56%
Acute Oral Toxicity (c)	I	0.4376	43.76%
Estrogen receptor binding	+	0.6388	63.88%
Androgen receptor binding	+	0.6257	62.57%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.6723	67.23%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	+	0.6040	60.40%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	93.97%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.36%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.27%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.79%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.19%	90.71%

Plants that contains it

• Brickellia oliganthes

Cross-Links

• PubChem: 74966144
• LOTUS: LTS0069410
• wikiData: Q105289160