4-[2-(furan-3-yl)ethenyl]-2-hydroxy-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: c35a27ba-1652-40c6-81e8-88168de15928
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 4-[2-(furan-3-yl)ethenyl]-2-hydroxy-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-4H-naphthalen-1-one
• SMILES (Canonical): CC1=C(C(=O)C2C(CCCC2(C1C=CC3=COC=C3)C)(C)C)O
• SMILES (Isomeric): CC1=C(C(=O)C2C(CCCC2(C1C=CC3=COC=C3)C)(C)C)O
• InChI: InChI=1S/C20H26O3/c1-13-15(7-6-14-8-11-23-12-14)20(4)10-5-9-19(2,3)18(20)17(22)16(13)21/h6-8,11-12,15,18,21H,5,9-10H2,1-4H3
• InChI Key: JPMIIVCZMUYZRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.7020	70.20%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6214	62.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7444	74.44%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4561	45.61%
P-glycoprotein inhibitior	-	0.7632	76.32%
P-glycoprotein substrate	-	0.8552	85.52%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.5386	53.86%
CYP2C9 inhibition	-	0.7407	74.07%
CYP2C19 inhibition	-	0.5687	56.87%
CYP2D6 inhibition	-	0.8316	83.16%
CYP1A2 inhibition	+	0.7052	70.52%
CYP2C8 inhibition	-	0.5740	57.40%
CYP inhibitory promiscuity	+	0.5118	51.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4856	48.56%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9753	97.53%
Skin irritation	-	0.5367	53.67%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7768	77.68%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.5323	53.23%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.6145	61.45%
Thyroid receptor binding	+	0.6577	65.77%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	+	0.7417	74.17%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	97.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.80%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.79%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.99%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.62%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.11%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.10%	100.00%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 85114087
• LOTUS: LTS0012712
• wikiData: Q105132934