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

Details

• Internal ID: 494d3ebe-1123-40f8-a2a1-524a6a6f5643
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (3R,4aS,5R,6R,8aR)-5-[2-(furan-3-yl)ethyl]-3-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C21H30O4/c1-14-5-8-21(3)17(19(23)24-4)11-16(22)12-18(21)20(14,2)9-6-15-7-10-25-13-15/h7,10-11,13-14,16,18,22H,5-6,8-9,12H2,1-4H3/t14-,16+,18+,20-,21+/m1/s1
• InChI Key: JSKOGQSOLMLOJZ-FPHIRRGYSA-N
• Popularity: 2 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: 4.70
• 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	+	0.9951	99.51%
Caco-2	+	0.8463	84.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3513	35.13%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6464	64.64%
P-glycoprotein inhibitior	-	0.5880	58.80%
P-glycoprotein substrate	-	0.6137	61.37%
CYP3A4 substrate	+	0.7008	70.08%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	+	0.7526	75.26%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.7826	78.26%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.7006	70.06%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	-	0.7618	76.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5989	59.89%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.5344	53.44%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8908	89.08%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7157	71.57%
Acute Oral Toxicity (c)	III	0.4034	40.34%
Estrogen receptor binding	+	0.6257	62.57%
Androgen receptor binding	+	0.5775	57.75%
Thyroid receptor binding	+	0.6781	67.81%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	+	0.6371	63.71%
PPAR gamma	-	0.6133	61.33%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	97.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.10%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.25%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.92%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	83.78%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.11%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	81.70%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL240	Q12809	HERG	80.79%	89.76%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 14807572
• LOTUS: LTS0132546
• wikiData: Q105134430