hydrangeifolin I

Details

• Internal ID: 5d891cec-0be2-4675-8584-6f142538339f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC3=CC=CC=C3)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCC3=CC=CC=C3)O)O)O)O)O)O
• InChI: InChI=1S/C19H28O10/c1-9-12(20)14(22)16(24)18(28-9)27-8-11-13(21)15(23)17(25)19(29-11)26-7-10-5-3-2-4-6-10/h2-6,9,11-25H,7-8H2,1H3/t9-,11+,12-,13+,14+,15-,16+,17+,18+,19+/m0/s1
• InChI Key: SMUMBCREXHTKFN-VZOUQOBNSA-N
• Popularity: 9 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: -2.30
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• Compound NP-006165
• CHEMBL511744
• Benzyl alcohol beta-D-rutinoside
• ACon1_002472
• AKOS040739644
• NCGC00169814-01
• NCGC00169814-02
• BRD-K77144086-001-01-4
• benzyl 6-O-alpha-l-rhamnopyranosyl-beta-d-glucopyranoside
• NCGC00169814-02_C19H28O10_Benzyl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9348	93.48%
Caco-2	-	0.7753	77.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7788	77.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8105	81.05%
P-glycoprotein inhibitior	-	0.8565	85.65%
P-glycoprotein substrate	-	0.9252	92.52%
CYP3A4 substrate	-	0.5502	55.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.9642	96.42%
CYP2C9 inhibition	-	0.9086	90.86%
CYP2C19 inhibition	-	0.9080	90.80%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.9400	94.00%
CYP2C8 inhibition	-	0.5918	59.18%
CYP inhibitory promiscuity	-	0.7824	78.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9610	96.10%
Skin irritation	-	0.8732	87.32%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.7601	76.01%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.8212	82.12%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	-	0.5432	54.32%
Androgen receptor binding	-	0.6938	69.38%
Thyroid receptor binding	+	0.5961	59.61%
Glucocorticoid receptor binding	-	0.5818	58.18%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.5835	58.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.26%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.17%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	92.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.10%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.52%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.08%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.43%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.15%	91.49%

Plants that contains it

• Acacia confusa
• Carthamus tinctorius
• Castanopsis fissa
• Coussarea hydrangeifolia
• Dracocephalum ruyschiana
• Erica arborea
• Erica arborea
• Idesia polycarpa
• Isodon lihsienensis
• Itoa orientalis
• Phoebe clemensii

Cross-Links

• PubChem: 10549806
• NPASS: NPC30563
• LOTUS: LTS0245634
• wikiData: Q104401415