[6,14-Dihydroxy-5,5,9-trimethyl-14-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: 0a389864-c4dd-42dd-ba8c-2c7c3c1e98eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [6,14-dihydroxy-5,5,9-trimethyl-14-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1C23CCC4C(C(CCC4(C2CCC(C3)C1(COC5C(C(C(C(O5)CO)O)O)O)O)C)O)(C)C
• SMILES (Isomeric): CC(=O)OC1C23CCC4C(C(CCC4(C2CCC(C3)C1(COC5C(C(C(C(O5)CO)O)O)O)O)C)O)(C)C
• InChI: InChI=1S/C28H46O10/c1-14(30)37-24-27-10-7-17-25(2,3)19(31)8-9-26(17,4)18(27)6-5-15(11-27)28(24,35)13-36-23-22(34)21(33)20(32)16(12-29)38-23/h15-24,29,31-35H,5-13H2,1-4H3
• InChI Key: KWPDXYPLYBUWEY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₁₀
• Molecular Weight: 542.70 g/mol
• Exact Mass: 542.30909766 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6519	65.19%
Caco-2	-	0.8344	83.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7117	71.17%
OATP2B1 inhibitior	-	0.5827	58.27%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9142	91.42%
P-glycoprotein inhibitior	-	0.5072	50.72%
P-glycoprotein substrate	-	0.7729	77.29%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8096	80.96%
CYP2C19 inhibition	-	0.8189	81.89%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8663	86.63%
CYP2C8 inhibition	-	0.5917	59.17%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7346	73.46%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.6852	68.52%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3600	36.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7598	75.98%
skin sensitisation	-	0.9224	92.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6870	68.70%
Acute Oral Toxicity (c)	I	0.4278	42.78%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.5824	58.24%
Thyroid receptor binding	-	0.5765	57.65%
Glucocorticoid receptor binding	+	0.6160	61.60%
Aromatase binding	+	0.6793	67.93%
PPAR gamma	+	0.6048	60.48%
Honey bee toxicity	-	0.7216	72.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.8735	87.35%

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	97.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	91.76%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.56%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.25%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.98%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.97%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.74%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.46%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.23%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.71%	96.21%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.22%	82.69%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.70%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.40%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.21%	92.62%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.93%	96.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.75%	95.89%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.36%	97.28%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 162842595
• LOTUS: LTS0032945
• wikiData: Q105147054