dictamnoside A

Details

• Internal ID: d968d70e-cfae-401e-8de1-9d5d52254ab6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,4R,5R,6R,7R,10S)-10-hydroxy-4-(2-hydroxypropan-2-yl)-7-methyl-12-oxatricyclo[5.3.2.01,6]dodecan-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(C3(C1C(C(CC3)C(C)(C)O)OC4C(C(C(C(O4)CO)O)O)O)CO2)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@@]3([C@@H]1[C@@H]([C@@H](CC3)C(C)(C)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO2)O
• InChI: InChI=1S/C21H36O9/c1-19(2,27)10-4-7-21-9-28-20(3,6-5-12(21)23)17(21)16(10)30-18-15(26)14(25)13(24)11(8-22)29-18/h10-18,22-27H,4-9H2,1-3H3/t10-,11-,12+,13-,14+,15-,16-,17-,18+,20-,21+/m1/s1
• InChI Key: HYCSHXRCGZLJNW-FPOJDZHTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₉
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.23593272 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• CHEMBL471091

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5489	54.89%
Caco-2	-	0.7821	78.21%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	0.7267	72.67%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8069	80.69%
P-glycoprotein inhibitior	-	0.8253	82.53%
P-glycoprotein substrate	-	0.7656	76.56%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	-	0.6357	63.57%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6102	61.02%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6350	63.50%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	-	0.4876	48.76%
Androgen receptor binding	+	0.5500	55.00%
Thyroid receptor binding	+	0.6713	67.13%
Glucocorticoid receptor binding	+	0.5373	53.73%
Aromatase binding	+	0.7526	75.26%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.6921	69.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8283	82.83%

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	97.95%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.81%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.30%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	89.44%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.39%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.51%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.40%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.17%	95.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.71%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.79%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.44%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.66%	95.50%

Plants that contains it

• Ageratina saltillensis
• Dictamnus dasycarpus
• Esenbeckia hartmanii
• Grewia villosa
• Salta triflora
• Salvia polystachya
• Trifolium montanum

Cross-Links

• PubChem: 44560015
• NPASS: NPC8509
• LOTUS: LTS0071809
• wikiData: Q105035246