methyl (1aR,4R,4aS,5R,6S,8aR)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6-dimethyl-1,4,4a,6,7,8-hexahydrocyclopropa[j]naphthalene-1a-carboxylate

Details

• Internal ID: 9880341a-16f7-4736-87b8-64f67e454ccf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (1aR,4R,4aS,5R,6S,8aR)-5-[2-(furan-3-yl)ethyl]-4-hydroxy-5,6-dimethyl-1,4,4a,6,7,8-hexahydrocyclopropa[j]naphthalene-1a-carboxylate
• InChI: InChI=1S/C21H28O4/c1-14-4-9-20-13-21(20,18(23)24-3)10-6-16(22)17(20)19(14,2)8-5-15-7-11-25-12-15/h6-7,10-12,14,16-17,22H,4-5,8-9,13H2,1-3H3/t14-,16+,17-,19+,20+,21+/m0/s1
• InChI Key: SMHNYOMQXSRPAD-KABBOMMNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.74
• 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	+	0.9832	98.32%
Caco-2	+	0.7222	72.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5590	55.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7051	70.51%
OATP1B3 inhibitior	+	0.8141	81.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7305	73.05%
P-glycoprotein inhibitior	-	0.7602	76.02%
P-glycoprotein substrate	+	0.5132	51.32%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7684	76.84%
CYP3A4 inhibition	+	0.6223	62.23%
CYP2C9 inhibition	-	0.5294	52.94%
CYP2C19 inhibition	-	0.5507	55.07%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	-	0.5429	54.29%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	-	0.5517	55.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5969	59.69%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.6383	63.83%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8119	81.19%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6784	67.84%
Acute Oral Toxicity (c)	III	0.3996	39.96%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	+	0.7477	74.77%
Thyroid receptor binding	+	0.6079	60.79%
Glucocorticoid receptor binding	+	0.7804	78.04%
Aromatase binding	+	0.7842	78.42%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.63%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.85%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.59%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.56%	95.89%
CHEMBL5028	O14672	ADAM10	81.30%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.83%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.73%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.12%	100.00%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 162849119
• LOTUS: LTS0027350
• wikiData: Q105255936