methyl (4aR,5S,6R,8S,8aR)-5-[2-(furan-3-yl)ethyl]-8-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: a9c9dc1c-2608-4c5e-9fd6-4166aa898e80
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (4aR,5S,6R,8S,8aR)-5-[2-(furan-3-yl)ethyl]-8-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C21H30O4/c1-14-12-18(22)21(3)16(19(23)24-4)6-5-7-17(21)20(14,2)10-8-15-9-11-25-13-15/h6,9,11,13-14,17-18,22H,5,7-8,10,12H2,1-4H3/t14-,17-,18+,20+,21+/m1/s1
• InChI Key: PDCJRPDIEWEPHE-WTLMAMESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 4
• 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	+	0.9922	99.22%
Caco-2	+	0.8409	84.09%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6581	65.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7299	72.99%
OATP1B3 inhibitior	+	0.8603	86.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.5596	55.96%
P-glycoprotein substrate	+	0.5212	52.12%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	+	0.7684	76.84%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.6805	68.05%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.5604	56.04%
CYP2C8 inhibition	+	0.6724	67.24%
CYP inhibitory promiscuity	-	0.6473	64.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9568	95.68%
Skin irritation	+	0.5136	51.36%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8964	89.64%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5945	59.45%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.6058	60.58%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	+	0.6797	67.97%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	-	0.5705	57.05%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.23%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.60%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.30%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL4072	P07858	Cathepsin B	85.53%	93.67%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.81%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

• Pulicaria wightiana

Cross-Links

• PubChem: 11739487
• LOTUS: LTS0201875
• wikiData: Q105206310