(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: c49dc399-f641-49b7-9224-1f882d0443b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1C(C2C(C1O)C=COC2OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)CO
• SMILES (Isomeric): C1C(C2C(C1O)C=COC2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)CO
• InChI: InChI=1S/C21H34O14/c22-4-7-3-9(24)8-1-2-31-19(12(7)8)35-21-18(30)16(28)14(26)11(34-21)6-32-20-17(29)15(27)13(25)10(5-23)33-20/h1-2,7-30H,3-6H2/t7?,8?,9?,10-,11-,12?,13-,14-,15+,16+,17-,18-,19?,20+,21+/m1/s1
• InChI Key: KOLOMSABBRXWTM-PYVLKUSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₁₄
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.19485575 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.90
• 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	-	0.7520	75.20%
Caco-2	-	0.9011	90.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4734	47.34%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8296	82.96%
P-glycoprotein inhibitior	-	0.7477	74.77%
P-glycoprotein substrate	-	0.8691	86.91%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.9488	94.88%
CYP2C9 inhibition	-	0.9665	96.65%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.8831	88.31%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.7526	75.26%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6735	67.35%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5960	59.60%
Acute Oral Toxicity (c)	IV	0.4304	43.04%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5921	59.21%
Thyroid receptor binding	+	0.5168	51.68%
Glucocorticoid receptor binding	-	0.6539	65.39%
Aromatase binding	+	0.7264	72.64%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.7804	78.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6352	63.52%
Fish aquatic toxicity	-	0.7485	74.85%

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	96.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.87%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.78%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.32%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.30%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.66%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	80.52%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.19%	95.50%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 11968295
• NPASS: NPC204069