[6,14-Dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-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: 1ba6500b-c8ff-4559-bbdc-c26ad6ea3022
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [6,14-dihydroxy-5-(hydroxymethyl)-5,9-dimethyl-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(C2CCC(C3)C1(COC5C(C(C(C(O5)CO)O)O)O)O)(CCC(C4(C)CO)O)C
• SMILES (Isomeric): CC(=O)OC1C23CCC4C(C2CCC(C3)C1(COC5C(C(C(C(O5)CO)O)O)O)O)(CCC(C4(C)CO)O)C
• InChI: InChI=1S/C28H46O11/c1-14(31)38-24-27-9-6-17-25(2,8-7-19(32)26(17,3)12-30)18(27)5-4-15(10-27)28(24,36)13-37-23-22(35)21(34)20(33)16(11-29)39-23/h15-24,29-30,32-36H,4-13H2,1-3H3
• InChI Key: AQZMLCVPMIEPDF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₁₁
• Molecular Weight: 558.70 g/mol
• Exact Mass: 558.30401228 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.55
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5810	58.10%
Caco-2	-	0.8458	84.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6532	65.32%
OATP2B1 inhibitior	-	0.5842	58.42%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8511	85.11%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6905	69.05%
CYP3A4 substrate	+	0.7126	71.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8721	87.21%
CYP2C19 inhibition	-	0.8254	82.54%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	+	0.4556	45.56%
CYP inhibitory promiscuity	-	0.9727	97.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7406	74.06%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9301	93.01%
Skin irritation	-	0.6451	64.51%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6431	64.31%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9382	93.82%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5853	58.53%
Acute Oral Toxicity (c)	I	0.5357	53.57%
Estrogen receptor binding	+	0.7068	70.68%
Androgen receptor binding	+	0.6304	63.04%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	+	0.5746	57.46%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.5548	55.48%
Honey bee toxicity	-	0.7212	72.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8318	83.18%

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	94.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	91.14%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.73%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.21%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.11%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.96%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.32%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.27%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.87%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.13%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.25%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.05%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.02%	96.95%
CHEMBL5028	O14672	ADAM10	81.61%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.16%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	81.01%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.86%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.65%	82.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.44%	96.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.34%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 162883368
• LOTUS: LTS0139180
• wikiData: Q104917188