methyl (1S,4R,5R,7S,9R,11S,13R,16R,17R)-7-(furan-3-yl)-4-methyl-8,10,12-trioxapentacyclo[11.3.1.01,11.05,9.05,16]heptadecane-17-carboxylate

Details

• Internal ID: 55567eca-6a37-4261-90eb-140ce2a9ec05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl (1S,4R,5R,7S,9R,11S,13R,16R,17R)-7-(furan-3-yl)-4-methyl-8,10,12-trioxapentacyclo[11.3.1.01,11.05,9.05,16]heptadecane-17-carboxylate
• InChI: InChI=1S/C21H26O6/c1-11-5-7-20-15-4-3-13(16(20)17(22)23-2)25-18(20)27-19-21(11,15)9-14(26-19)12-6-8-24-10-12/h6,8,10-11,13-16,18-19H,3-5,7,9H2,1-2H3/t11-,13-,14+,15+,16-,18+,19-,20+,21-/m1/s1
• InChI Key: GRJSIUBKDJRQIL-KUMFQGEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 67.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6792	67.92%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6633	66.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5853	58.53%
P-glycoprotein inhibitior	-	0.5131	51.31%
P-glycoprotein substrate	-	0.6898	68.98%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.7009	70.09%
CYP2C9 inhibition	-	0.7290	72.90%
CYP2C19 inhibition	-	0.7384	73.84%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	-	0.8054	80.54%
CYP2C8 inhibition	+	0.4689	46.89%
CYP inhibitory promiscuity	-	0.7645	76.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9584	95.84%
Skin irritation	-	0.7975	79.75%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8780	87.80%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5088	50.88%
Acute Oral Toxicity (c)	III	0.4428	44.28%
Estrogen receptor binding	+	0.9111	91.11%
Androgen receptor binding	+	0.7082	70.82%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.60%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.41%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.62%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.45%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.72%	90.00%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 124708208
• LOTUS: LTS0144982
• wikiData: Q105016106