Hovetrichoside A

Details

• Internal ID: 4aed769a-a315-426b-970a-4e207c2a23ba
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1R,2S)-3-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C(CO)C(C2=CC(=C(C=C2)O)OC)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@@H](CO)[C@H](C2=CC(=C(C=C2)O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C23H30O11/c1-31-16-7-11(3-5-14(16)26)13(9-24)22(12-4-6-15(27)17(8-12)32-2)34-23-21(30)20(29)19(28)18(10-25)33-23/h3-8,13,18-30H,9-10H2,1-2H3/t13-,18-,19-,20+,21-,22+,23+/m1/s1
• InChI Key: COCNEZCGILVYSK-CZVNNXFVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₁
• Molecular Weight: 482.50 g/mol
• Exact Mass: 482.17881177 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

• COCNEZCGILVYSK-CZVNNXFVSA-
• (2R,3R,4S,5S,6R)-2-[(1R,2S)-3-hydroxy-1,2-bis(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI=1/C23H30O11/c1-31-16-7-11(3-5-14(16)26)13(9-24)22(12-4-6-15(27)17(8-12)32-2)34-23-21(30)20(29)19(28)18(10-25)33-23/h3-8,13,18-30H,9-10H2,1-2H3/t13-,18-,19-,20+,21-,22+,23+/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8357	83.57%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6229	62.29%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4531	45.31%
P-glycoprotein inhibitior	-	0.6578	65.78%
P-glycoprotein substrate	-	0.7796	77.96%
CYP3A4 substrate	+	0.5102	51.02%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	-	0.8971	89.71%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8560	85.60%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8726	87.26%
CYP2C8 inhibition	-	0.6913	69.13%
CYP inhibitory promiscuity	-	0.6843	68.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.8693	86.93%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8070	80.70%
Acute Oral Toxicity (c)	III	0.7720	77.20%
Estrogen receptor binding	+	0.6400	64.00%
Androgen receptor binding	+	0.5612	56.12%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.5894	58.94%
Aromatase binding	-	0.5468	54.68%
PPAR gamma	-	0.5098	50.98%
Honey bee toxicity	-	0.8107	81.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	-	0.4156	41.56%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.49%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.21%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.35%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.16%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.80%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.72%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.46%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Hovenia trichocarpa
• 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
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 21668725
• NPASS: NPC71690
• LOTUS: LTS0063158
• wikiData: Q104966699