[6-[[1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: dd83b53d-aed0-4114-be07-9bcfa607284d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [6-[[1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2H-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OCC2(CCCC3(C2CCC(=C)C3CCC4=CCOC4=O)C)C)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OCC2(CCCC3(C2CCC(=C)C3CCC4=CCOC4=O)C)C)O)O)O
• InChI: InChI=1S/C28H42O9/c1-16-6-9-21-27(3,11-5-12-28(21,4)19(16)8-7-18-10-13-34-25(18)33)15-36-26-24(32)23(31)22(30)20(37-26)14-35-17(2)29/h10,19-24,26,30-32H,1,5-9,11-15H2,2-4H3
• InChI Key: LIIMOJLTWWSQGN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₉
• Molecular Weight: 522.60 g/mol
• Exact Mass: 522.28288291 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7302	73.02%
Caco-2	-	0.7902	79.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8351	83.51%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8322	83.22%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	+	0.5839	58.39%
P-glycoprotein inhibitior	+	0.6278	62.78%
P-glycoprotein substrate	-	0.6665	66.65%
CYP3A4 substrate	+	0.7094	70.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.9138	91.38%
CYP2C9 inhibition	-	0.8822	88.22%
CYP2C19 inhibition	-	0.8868	88.68%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8831	88.31%
CYP2C8 inhibition	+	0.6324	63.24%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9331	93.31%
Skin irritation	+	0.5307	53.07%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6903	69.03%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9086	90.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7507	75.07%
Acute Oral Toxicity (c)	I	0.4947	49.47%
Estrogen receptor binding	+	0.7232	72.32%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	-	0.5727	57.27%
Glucocorticoid receptor binding	+	0.5648	56.48%
Aromatase binding	+	0.6608	66.08%
PPAR gamma	+	0.5931	59.31%
Honey bee toxicity	-	0.7708	77.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	99.26%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.00%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.44%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.90%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	89.00%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.01%	95.50%
CHEMBL5028	O14672	ADAM10	86.76%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.60%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.49%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.43%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.80%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.76%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.22%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.60%	95.93%

Plants that contains it

• Andrographis paniculata
• Potamogeton natans

Cross-Links

• PubChem: 85261364
• LOTUS: LTS0160672
• wikiData: Q105152202