Pteroside A

Details

• Internal ID: 2b0f15c8-f5de-4d64-a46d-7e931539c31e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S)-2-(hydroxymethyl)-2,5,7-trimethyl-6-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCOC3C(C(C(C(O3)CO)O)O)O)C)C(=O)C(C2)(C)CO
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)C(=O)[C@](C2)(C)CO
• InChI: InChI=1S/C21H30O8/c1-10-6-12-7-21(3,9-23)19(27)15(12)11(2)13(10)4-5-28-20-18(26)17(25)16(24)14(8-22)29-20/h6,14,16-18,20,22-26H,4-5,7-9H2,1-3H3/t14-,16-,17+,18-,20-,21+/m1/s1
• InChI Key: UTBLUTBCAVVCIO-HPCBLLCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₈
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.19406791 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 35910-15-7
• PTEROSINA
• (2S)-2-(hydroxymethyl)-2,5,7-trimethyl-6-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-3H-inden-1-one
• (S)-6-(2-(beta-D-Glucopyranosyloxy)ethyl)-2,3-dihydro-3-hydroxy-2,5,7-trimethyl-1H-inden-1-one
• 1H-Inden-1-one, 6-(2-(beta-D-glucopyranosyloxy)ethyl)-2,3-dihydro-3-hydroxy-2,5,7-trimethyl-, (S)-
• DTXSID00957328
• CHEBI:176016
• AKOS040735009
• 2-[2-(Hydroxymethyl)-2,4,6-trimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl]ethyl hexopyranoside
• 1H-Inden-1-one, 6-[2-(.beta.-D-glucopyranosyloxy)ethyl]-2,3-dihydro-2-(hydroxymethyl)-2,5,7-trimethyl-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5895	58.95%
Caco-2	-	0.7692	76.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7025	70.25%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5586	55.86%
P-glycoprotein inhibitior	-	0.7660	76.60%
P-glycoprotein substrate	-	0.8198	81.98%
CYP3A4 substrate	+	0.6356	63.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.8632	86.32%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.6426	64.26%
CYP2C8 inhibition	-	0.6699	66.99%
CYP inhibitory promiscuity	-	0.8621	86.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.7417	74.17%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5106	51.06%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.9211	92.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.6535	65.35%
Androgen receptor binding	+	0.6120	61.20%
Thyroid receptor binding	+	0.6606	66.06%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	+	0.5897	58.97%
PPAR gamma	-	0.5672	56.72%
Honey bee toxicity	-	0.8109	81.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8211	82.11%

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	99.13%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.05%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.99%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.41%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.05%	96.95%
CHEMBL4208	P20618	Proteasome component C5	84.77%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.89%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.20%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.35%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	80.81%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.49%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.08%	100.00%

Plants that contains it

• Artemisia lactiflora
• Attalea phalerata
• Catalpa ovata
• Citrus medica
• Crepidiastrum sonchifolium
• Dipsacus inermis
• Duguetia calycina
• Garcinia pyrifera
• Greenwayodendron oliveri
• Jacaranda mimosifolia
• Ophryosporus floribundus
• Payena lucida
• Phalaris canariensis
• Philotheca spicata
• Plumbagella micrantha
• Pteridium aquilinum
• Pteris multifida
• Quassia indica
• Rivina humilis
• Uncaria rhynchophylla
• Uncaria sinensis

Cross-Links

• PubChem: 169727
• NPASS: NPC213066
• LOTUS: LTS0057500
• wikiData: Q82937639