3-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]furan

Details

• Internal ID: 1e3be69a-4d97-433d-b237-20ec08bc0450
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 3-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]furan
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CCC3=COC=C3)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CCC(=C)[C@H]2CCC3=COC=C3)(C)C
• InChI: InChI=1S/C20H30O/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16-10-13-21-14-16/h10,13-14,17-18H,1,5-9,11-12H2,2-4H3/t17-,18-,20+/m1/s1
• InChI Key: HCVGSAYVFIXWSS-GGPKGHCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O
• Molecular Weight: 286.50 g/mol
• Exact Mass: 286.229665576 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8800	88.00%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.3473	34.73%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.6975	69.75%
OATP1B3 inhibitior	+	0.8331	83.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7170	71.70%
P-glycoprotein inhibitior	-	0.6162	61.62%
P-glycoprotein substrate	-	0.7982	79.82%
CYP3A4 substrate	+	0.6195	61.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6610	66.10%
CYP3A4 inhibition	-	0.6473	64.73%
CYP2C9 inhibition	-	0.6452	64.52%
CYP2C19 inhibition	+	0.6987	69.87%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	+	0.5340	53.40%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5197	51.97%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8867	88.67%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.6566	65.66%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7363	73.63%
Acute Oral Toxicity (c)	III	0.7294	72.94%
Estrogen receptor binding	+	0.6897	68.97%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	+	0.7073	70.73%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.6396	63.96%
PPAR gamma	+	0.5975	59.75%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.27%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.83%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	80.58%	99.43%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.51%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.42%	86.33%

Plants that contains it

• Turraeanthus africanus

Cross-Links

• PubChem: 13894514
• LOTUS: LTS0190656
• wikiData: Q105026008