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

Details

• Internal ID: 3729775b-f0c9-4c92-ba97-613b742057e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,3S,4aS,8aS)-1-[2-(furan-3-yl)ethyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,3-diol
• InChI: InChI=1S/C20H32O3/c1-14-16(21)12-17-18(2,3)8-5-9-19(17,4)20(14,22)10-6-15-7-11-23-13-15/h7,11,13-14,16-17,21-22H,5-6,8-10,12H2,1-4H3/t14-,16+,17+,19+,20-/m1/s1
• InChI Key: BMUDVDADXZOUGL-MTMXWMHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.7700	77.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5174	51.74%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	-	0.3670	36.70%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5344	53.44%
P-glycoprotein inhibitior	-	0.7638	76.38%
P-glycoprotein substrate	-	0.6197	61.97%
CYP3A4 substrate	+	0.6136	61.36%
CYP2C9 substrate	+	0.5779	57.79%
CYP2D6 substrate	-	0.6584	65.84%
CYP3A4 inhibition	-	0.5964	59.64%
CYP2C9 inhibition	-	0.7452	74.52%
CYP2C19 inhibition	-	0.7380	73.80%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.7706	77.06%
CYP2C8 inhibition	+	0.5419	54.19%
CYP inhibitory promiscuity	-	0.6490	64.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.6314	63.14%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7001	70.01%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8851	88.51%
Acute Oral Toxicity (c)	III	0.3941	39.41%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.6448	64.48%
Thyroid receptor binding	+	0.5810	58.10%
Glucocorticoid receptor binding	+	0.7577	75.77%
Aromatase binding	+	0.7527	75.27%
PPAR gamma	-	0.6121	61.21%
Honey bee toxicity	-	0.8890	88.90%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	98.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.75%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.12%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	88.37%	97.79%
CHEMBL2581	P07339	Cathepsin D	87.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.86%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.43%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	83.03%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.79%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 14891153
• LOTUS: LTS0085907
• wikiData: Q104938574