Dendroside D

Details

• Internal ID: 8721df8e-0dd7-47da-ba7e-405db3f514a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,1aR,4S,4aS,7R,7aS,7bS)-4-hydroxy-1,7-dimethyl-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene-1-carboxylate
• SMILES (Canonical): CC1CCC2C1C3C(C3(C)C(=O)OC4C(C(C(C(O4)CO)O)O)O)CCC2(COC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H]([C@@]3(C)C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CC[C@]2(CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C27H44O14/c1-10-3-4-11-15(10)16-12(26(16,2)25(36)41-24-22(35)20(33)18(31)14(8-29)40-24)5-6-27(11,37)9-38-23-21(34)19(32)17(30)13(7-28)39-23/h10-24,28-35,37H,3-9H2,1-2H3/t10-,11+,12-,13-,14-,15-,16-,17-,18-,19+,20+,21-,22-,23-,24+,26-,27-/m1/s1
• InChI Key: LRLWNFCOLQJNHA-KNCJFJOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₁₄
• Molecular Weight: 592.60 g/mol
• Exact Mass: 592.27310607 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.41
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4733	47.33%
Caco-2	-	0.8800	88.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7034	70.34%
BSEP inhibitior	-	0.9626	96.26%
P-glycoprotein inhibitior	-	0.5320	53.20%
P-glycoprotein substrate	-	0.7886	78.86%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.8379	83.79%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.8861	88.61%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7109	71.09%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9349	93.49%
Skin irritation	-	0.6911	69.11%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7907	79.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6648	66.48%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7021	70.21%
skin sensitisation	-	0.9241	92.41%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8521	85.21%
Acute Oral Toxicity (c)	I	0.5962	59.62%
Estrogen receptor binding	+	0.7344	73.44%
Androgen receptor binding	+	0.6365	63.65%
Thyroid receptor binding	-	0.5728	57.28%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	+	0.5979	59.79%
PPAR gamma	+	0.5760	57.60%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.8148	81.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.90%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.78%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.48%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.04%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	88.42%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	87.84%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.30%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.20%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.10%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.48%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.40%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.30%	96.21%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.36%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	83.79%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.12%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.13%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.56%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.53%	94.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.54%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.25%	96.38%

Plants that contains it

• Corydalis conspersa
• Dendrobium nobile
• Gynochthodes parvifolia
• Ligustrum ovalifolium
• Mespilus germanica
• Mikania luetzelburgii
• Pittosporum brevicalyx
• Sideritis grandiflora
• Solanum euacanthum
• Ungernia victoris

Cross-Links

• PubChem: 10438430
• NPASS: NPC254122
• LOTUS: LTS0108271
• wikiData: Q105156204