Dihydrosyringin

Details

• Internal ID: c35065bf-e418-42a9-8944-66c545f42bd2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)CCCO
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)CCCO
• InChI: InChI=1S/C17H26O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h6-7,12-15,17-22H,3-5,8H2,1-2H3/t12-,13-,14+,15-,17+/m1/s1
• InChI Key: NBCWSGSBMHILQP-GAGVYUBLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₉
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.15768240 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• CHEMBL2332681

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7810	78.10%
Caco-2	-	0.7415	74.15%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5742	57.42%
P-glycoprotein inhibitior	-	0.8188	81.88%
P-glycoprotein substrate	-	0.8186	81.86%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7653	76.53%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8452	84.52%
CYP2C8 inhibition	+	0.6035	60.35%
CYP inhibitory promiscuity	-	0.8645	86.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7258	72.58%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.8123	81.23%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3748	37.48%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8447	84.47%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7910	79.10%
Acute Oral Toxicity (c)	III	0.8103	81.03%
Estrogen receptor binding	-	0.5954	59.54%
Androgen receptor binding	-	0.6340	63.40%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	-	0.6226	62.26%
PPAR gamma	+	0.6623	66.23%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7804	78.04%
Fish aquatic toxicity	-	0.7914	79.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.73%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.83%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.15%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.99%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.74%	95.93%

Plants that contains it

• Adenopeltis serrata
• Atractylodes lancea
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Helichrysum arenarium
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum rubicundum
• Taraxacum udum
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 71720642
• NPASS: NPC215833
• LOTUS: LTS0266178
• wikiData: Q104392797