5-[2-(furan-3-yl)ethyl]-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2,3-triol

Details

• Internal ID: 2766eb5a-648e-4cd2-a53b-3f797b9e001e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)ethyl]-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2,3-triol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CC(C(C2(C)O)O)O)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=COC=C3)CC(C(C2(C)O)O)O)C
• InChI: InChI=1S/C20H32O4/c1-13-5-9-19(3)16(11-15(21)17(22)20(19,4)23)18(13,2)8-6-14-7-10-24-12-14/h7,10,12-13,15-17,21-23H,5-6,8-9,11H2,1-4H3
• InChI Key: OKAKDSISNLPKQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	+	0.5764	57.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4792	47.92%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	-	0.3209	32.09%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5524	55.24%
P-glycoprotein inhibitior	-	0.8594	85.94%
P-glycoprotein substrate	-	0.5837	58.37%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.6937	69.37%
CYP3A4 inhibition	-	0.6499	64.99%
CYP2C9 inhibition	-	0.8499	84.99%
CYP2C19 inhibition	-	0.7643	76.43%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8804	88.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9732	97.32%
Skin irritation	-	0.5328	53.28%
Skin corrosion	-	0.9065	90.65%
Ames mutagenesis	-	0.7640	76.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7335	73.35%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5055	50.55%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8116	81.16%
Acute Oral Toxicity (c)	III	0.3641	36.41%
Estrogen receptor binding	+	0.7937	79.37%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	+	0.7414	74.14%
Glucocorticoid receptor binding	+	0.7716	77.16%
Aromatase binding	+	0.7447	74.47%
PPAR gamma	-	0.5685	56.85%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5032	50.32%
Fish aquatic toxicity	+	0.9590	95.90%

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	97.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.20%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.82%	97.79%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.88%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.79%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.75%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.67%	95.93%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 5036124
• LOTUS: LTS0010054
• wikiData: Q105193432