[(4aS,5R,8aS)-5-[2-(furan-3-yl)ethyl]-1-(hydroxymethyl)-4a-methyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methanol

Details

• Internal ID: 3aeb69ff-5220-4824-b260-e2e5791c50b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(4aS,5R,8aS)-5-[2-(furan-3-yl)ethyl]-1-(hydroxymethyl)-4a-methyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methanol
• InChI: InChI=1S/C20H30O3/c1-15-4-7-18-19(2,9-3-10-20(18,13-21)14-22)17(15)6-5-16-8-11-23-12-16/h8,11-12,17-18,21-22H,1,3-7,9-10,13-14H2,2H3/t17-,18+,19+/m1/s1
• InChI Key: NEYCZGJHZOEHAC-QYZOEREBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9637	96.37%
Caco-2	+	0.6417	64.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5260	52.60%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.6967	69.67%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6097	60.97%
BSEP inhibitior	-	0.5099	50.99%
P-glycoprotein inhibitior	-	0.8336	83.36%
P-glycoprotein substrate	-	0.7630	76.30%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7001	70.01%
CYP3A4 inhibition	-	0.7511	75.11%
CYP2C9 inhibition	-	0.6689	66.89%
CYP2C19 inhibition	-	0.5625	56.25%
CYP2D6 inhibition	-	0.8650	86.50%
CYP1A2 inhibition	-	0.6527	65.27%
CYP2C8 inhibition	+	0.6047	60.47%
CYP inhibitory promiscuity	+	0.6224	62.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5528	55.28%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.8884	88.84%
Skin irritation	-	0.7644	76.44%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8303	83.03%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.7755	77.55%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8532	85.32%
Acute Oral Toxicity (c)	III	0.6063	60.63%
Estrogen receptor binding	+	0.7693	76.93%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.6541	65.41%
Glucocorticoid receptor binding	+	0.8196	81.96%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.9189	91.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5568	55.68%
Fish aquatic toxicity	+	0.9969	99.69%

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	96.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.60%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	85.29%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.59%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.62%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.62%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.37%	92.62%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.33%	97.50%

Plants that contains it

• Gutierrezia sarothrae

Cross-Links

• PubChem: 162936667
• LOTUS: LTS0203072
• wikiData: Q105178281