Globularin

Details

• Internal ID: a6ab5a70-1551-4e9d-bbb1-b60545bde284
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,2S,4S,5S,6R,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OCC23C4C(C=COC4OC5C(C(C(C(O5)CO)O)O)O)C(C2O3)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)OC[C@@]23[C@@H]4[C@@H](C=CO[C@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)[C@@H]([C@@H]2O3)O
• InChI: InChI=1S/C24H28O11/c25-10-14-18(28)19(29)20(30)23(33-14)34-22-16-13(8-9-31-22)17(27)21-24(16,35-21)11-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1
• InChI Key: SCIGYBYAZUFDLA-LUVHZPKESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₁
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.16316171 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• 1399-49-1
• 58286-51-4
• [(1S,2S,4S,5S,6R,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl (E)-3-phenylprop-2-enoate
• Scutellarioside I
• MEGxp0_000535
• SCHEMBL9057920
• ACon1_000554
• DTXSID301347703
• AKOS040761785
• NCGC00168968-01
• NCGC00168968-03
• FS-10335
• BRD-K81328790-001-01-4
• beta-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(((1-oxo-3-phenyl-2-propenyl)oxy)methyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl
• NCGC00168968-03_C24H28O11_[(1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-6-hydroxy-1b,5a,6,6a-tetrahydrooxireno[4,5]cyclopenta[1,2-c]pyran-1a(2H)-yl]methyl (2E)-3-phenylacrylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5563	55.63%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6228	62.28%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5864	58.64%
P-glycoprotein inhibitior	-	0.6421	64.21%
P-glycoprotein substrate	-	0.7425	74.25%
CYP3A4 substrate	+	0.6423	64.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.8891	88.91%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9462	94.62%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5141	51.41%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.8032	80.32%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	III	0.3987	39.87%
Estrogen receptor binding	+	0.6949	69.49%
Androgen receptor binding	+	0.6007	60.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5588	55.88%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.6646	66.46%

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	98.53%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.45%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.32%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.31%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	93.92%	90.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	93.47%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.62%	89.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.08%	96.61%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.46%	89.44%
CHEMBL5028	O14672	ADAM10	83.79%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.62%	91.49%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.55%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%

Plants that contains it

• Aragoa cundinamarcensis
• Globularia alypum
• Globularia arabica
• Globularia bisnagarica
• Globularia davisiana
• Globularia orientalis
• Lagotis stolonifera
• Penstemon glaber
• Penstemon strictus
• Penstemon whippleanus
• Pinguicula vulgaris
• Plantago lanceolata
• Scutellaria albida
• Scutellaria columnae
• Scutellaria grossa
• Wulfenia carinthiaca

Cross-Links

• PubChem: 21603201
• LOTUS: LTS0099424
• wikiData: Q104394034