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

Details

• Internal ID: 9d2e8cb5-4f38-4d1b-851a-8faa2ae22750
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)-2-oxoethyl]-1-hydroxy-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-2-one
• InChI: InChI=1S/C20H28O4/c1-13-7-9-19(3)16(5-6-17(22)20(19,4)23)18(13,2)11-15(21)14-8-10-24-12-14/h8,10,12-13,16,23H,5-7,9,11H2,1-4H3
• InChI Key: CBHDHTBGWBZUQE-UHFFFAOYSA-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): 67.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.03
• 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	+	0.9857	98.57%
Caco-2	+	0.7205	72.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.7457	74.57%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6338	63.38%
P-glycoprotein inhibitior	-	0.8059	80.59%
P-glycoprotein substrate	-	0.8003	80.03%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8108	81.08%
CYP3A4 inhibition	-	0.5355	53.55%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.6181	61.81%
CYP2C8 inhibition	+	0.4538	45.38%
CYP inhibitory promiscuity	-	0.9092	90.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9504	95.04%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.8713	87.13%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8543	85.43%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5903	59.03%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7460	74.60%
Acute Oral Toxicity (c)	III	0.4902	49.02%
Estrogen receptor binding	+	0.6268	62.68%
Androgen receptor binding	+	0.5847	58.47%
Thyroid receptor binding	+	0.6548	65.48%
Glucocorticoid receptor binding	+	0.5428	54.28%
Aromatase binding	+	0.7130	71.30%
PPAR gamma	-	0.5295	52.95%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.95%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.35%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.86%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.15%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.65%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.17%	89.00%

Plants that contains it

• Croton tricolor

Cross-Links

• PubChem: 3266680
• LOTUS: LTS0273486
• wikiData: Q104952362