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

Details

• Internal ID: efc3cb25-2b40-4e28-a3a9-b8844a506c82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1S,4aR,8aR)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methanol
• SMILES (Canonical): CC1(CCCC2(C1CC=C(C2CCC3=COC=C3)CO)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CC=C([C@H]2CCC3=COC=C3)CO)(C)C
• InChI: InChI=1S/C20H30O2/c1-19(2)10-4-11-20(3)17(7-5-15-9-12-22-14-15)16(13-21)6-8-18(19)20/h6,9,12,14,17-18,21H,4-5,7-8,10-11,13H2,1-3H3/t17-,18-,20+/m1/s1
• InChI Key: SLOWYSAJLSLLBS-GGPKGHCWSA-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: 4.90
• 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	+	0.9933	99.33%
Caco-2	+	0.7996	79.96%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4033	40.33%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	-	0.3301	33.01%
OATP1B3 inhibitior	+	0.8787	87.87%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5374	53.74%
P-glycoprotein inhibitior	-	0.6691	66.91%
P-glycoprotein substrate	-	0.7675	76.75%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7001	70.01%
CYP3A4 inhibition	-	0.5128	51.28%
CYP2C9 inhibition	-	0.6253	62.53%
CYP2C19 inhibition	+	0.6038	60.38%
CYP2D6 inhibition	-	0.8368	83.68%
CYP1A2 inhibition	-	0.6277	62.77%
CYP2C8 inhibition	+	0.6125	61.25%
CYP inhibitory promiscuity	+	0.7329	73.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9641	96.41%
Skin irritation	-	0.7280	72.80%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8479	84.79%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6134	61.34%
skin sensitisation	-	0.5910	59.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7159	71.59%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.6421	64.21%
Thyroid receptor binding	+	0.7097	70.97%
Glucocorticoid receptor binding	+	0.7593	75.93%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	-	0.5146	51.46%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5068	50.68%
Fish aquatic toxicity	+	0.9958	99.58%

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	96.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.46%	95.89%

Plants that contains it

• Acritopappus morii

Cross-Links

• PubChem: 163006115
• LOTUS: LTS0124078
• wikiData: Q105255478