[5-[2-(Furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol

Details

• Internal ID: 4601fce6-e8a5-4277-9b27-dfa1c4080d2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methanol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2CO)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2CO)C
• InChI: InChI=1S/C20H30O2/c1-15-7-10-20(3)17(13-21)5-4-6-18(20)19(15,2)11-8-16-9-12-22-14-16/h5,9,12,14-15,18,21H,4,6-8,10-11,13H2,1-3H3
• InChI Key: YQRXYOHAFOQXMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8150	81.50%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4169	41.69%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.7535	75.35%
OATP1B3 inhibitior	+	0.9025	90.25%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7706	77.06%
P-glycoprotein substrate	-	0.7319	73.19%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7001	70.01%
CYP3A4 inhibition	+	0.6097	60.97%
CYP2C9 inhibition	-	0.6154	61.54%
CYP2C19 inhibition	+	0.6193	61.93%
CYP2D6 inhibition	-	0.8410	84.10%
CYP1A2 inhibition	-	0.5414	54.14%
CYP2C8 inhibition	+	0.6070	60.70%
CYP inhibitory promiscuity	+	0.7201	72.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9720	97.20%
Skin irritation	-	0.7244	72.44%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.7311	73.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.7835	78.35%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6807	68.07%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5135	51.35%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6487	64.87%
Acute Oral Toxicity (c)	III	0.7326	73.26%
Estrogen receptor binding	+	0.8867	88.67%
Androgen receptor binding	+	0.6054	60.54%
Thyroid receptor binding	+	0.6726	67.26%
Glucocorticoid receptor binding	+	0.7004	70.04%
Aromatase binding	+	0.7289	72.89%
PPAR gamma	+	0.5859	58.59%
Honey bee toxicity	-	0.8888	88.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5368	53.68%
Fish aquatic toxicity	+	0.9943	99.43%

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	97.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.63%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%
CHEMBL233	P35372	Mu opioid receptor	80.67%	97.93%

Plants that contains it

• Baccharis tola subsp. tola
• Solidago gigantea

Cross-Links

• PubChem: 14057938
• LOTUS: LTS0234777
• wikiData: Q105352553