Icariside D1

Details

• Internal ID: 40a3fe47-341c-4a13-b6a5-ff574e7bcd5e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(2-phenylethoxy)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC=CC=C3)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCC3=CC=CC=C3)O)O)O)O)(CO)O
• InChI: InChI=1S/C19H28O10/c20-9-19(25)10-28-18(16(19)24)27-8-12-13(21)14(22)15(23)17(29-12)26-7-6-11-4-2-1-3-5-11/h1-5,12-18,20-25H,6-10H2/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1
• InChI Key: GZSQKOFXMZDKPV-OTCFHACESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₁₀
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.16824709 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.49
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8734	87.34%
Caco-2	-	0.8329	83.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7822	78.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6595	65.95%
P-glycoprotein inhibitior	-	0.7747	77.47%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	+	0.5828	58.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.8820	88.20%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.9361	93.61%
CYP2C8 inhibition	+	0.5713	57.13%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9089	90.89%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.5481	54.81%
Estrogen receptor binding	+	0.6608	66.08%
Androgen receptor binding	-	0.5741	57.41%
Thyroid receptor binding	+	0.6377	63.77%
Glucocorticoid receptor binding	+	0.5552	55.52%
Aromatase binding	+	0.7784	77.84%
PPAR gamma	+	0.7846	78.46%
Honey bee toxicity	-	0.7965	79.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.7181	71.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.88%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.64%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.53%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.64%	94.08%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.40%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.70%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.69%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL5957	P21589	5'-nucleotidase	80.91%	97.78%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.29%	93.81%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Atractylodes lancea
• Bupleurum falcatum
• Canthium berberidifolium
• Cardiospermum halicacabum
• Caryodaphnopsis baviensis
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Helichrysum arenarium
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Tinospora sinensis
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 13893575
• NPASS: NPC218860
• LOTUS: LTS0226355
• wikiData: Q105024588