Dehydrologanin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	76b10f09-1668-4071-9943-88eeabcdd7be
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name	methyl 7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical)	CC1C2C(CC1=O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC
SMILES (Isomeric)	CC1C2C(CC1=O)C(=COC2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OC
InChI	InChI=1S/C17H24O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,10-14,16-18,20-22H,3-4H2,1-2H3/t6?,7?,10-,11?,12-,13+,14-,16?,17+/m1/s1
InChI Key	LPOVXLVQNSEZGE-ODHYQHNJSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₇H₂₄O₁₀
Molecular Weight	388.40 g/mol
Exact Mass	388.13694696 g/mol
Topological Polar Surface Area (TPSA)	152.00 Å²
XlogP	-1.70
Atomic LogP (AlogP)	-1.94
H-Bond Acceptor	10
H-Bond Donor	4
Rotatable Bonds	4

Synonyms

Top

152-91-0

methyl 7-methyl-6-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

AKOS040735718

NCGC00384786-01

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6263	62.63%
Caco-2	-	0.8470	84.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6765	67.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7032	70.32%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8305	83.05%
P-glycoprotein inhibitior	-	0.8427	84.27%
P-glycoprotein substrate	-	0.7962	79.62%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.8923	89.23%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.9095	90.95%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	-	0.8809	88.09%
CYP2C8 inhibition	-	0.7239	72.39%
CYP inhibitory promiscuity	-	0.8310	83.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7249	72.49%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7437	74.37%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5822	58.22%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5755	57.55%
Acute Oral Toxicity (c)	III	0.5102	51.02%
Estrogen receptor binding	+	0.5726	57.26%
Androgen receptor binding	-	0.5327	53.27%
Thyroid receptor binding	-	0.6142	61.42%
Glucocorticoid receptor binding	-	0.6323	63.23%
Aromatase binding	-	0.6845	68.45%
PPAR gamma	-	0.6056	60.56%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7281	72.81%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.06%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.71%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.59%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.15%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.57%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.67%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.30%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.77%	90.71%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.