Theograndin II

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	2556e8b8-cfc9-45ec-8f22-b3ee751f1d3a
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-8-O-glucuronides
IUPAC Name	(2S,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,5-dihydroxy-4-sulfooxyoxane-2-carboxylic acid
SMILES (Canonical)	C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)O)OS(=O)(=O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)OS(=O)(=O)O)O)O)O
InChI	InChI=1S/C21H18O16S/c22-7-2-1-6(3-8(7)23)12-5-10(25)13-9(24)4-11(26)16(17(13)34-12)35-21-15(28)18(37-38(31,32)33)14(27)19(36-21)20(29)30/h1-5,14-15,18-19,21-24,26-28H,(H,29,30)(H,31,32,33)/t14-,15+,18-,19-,21+/m0/s1
InChI Key	ZRZNGKWFMIBYEF-DLSLMLROSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₈O₁₆S
Molecular Weight	558.40 g/mol
Exact Mass	558.03155566 g/mol
Topological Polar Surface Area (TPSA)	275.00 Å²
XlogP	0.00
Atomic LogP (AlogP)	-0.62
H-Bond Acceptor	14
H-Bond Donor	8
Rotatable Bonds	6

Synonyms

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AD5X9U279A

CHEBI:66218

637004-63-8

UNII-AD5X9U279A

Hypolaetin 8-O-beta-D-glucuronopyranoside 3''-O-sulfate

beta-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-8-yl, 3-(hydrogen sulfate)

hypolaetin-8-O-beta-D-glucuronopyranoside-3''-O-sulfate

5,7,3',4'-tetrahydroxyflavone-8-O-beta-D-glucopyranoside-3''-O-sulfate

(2S,3R,4S,5R,6S)-6-(2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4-OXOCHROMEN-8-YL)OXY-3,5-DIHYDROXY-4-SULFOOXYOXANE-2-CARBOXYLIC ACID

(2S,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,5-dihydroxy-4-sulfooxyoxane-2-carboxylic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5627	56.27%
Caco-2	-	0.9120	91.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4645	46.45%
OATP2B1 inhibitior	+	0.5953	59.53%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5942	59.42%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7382	73.82%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.9129	91.29%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.6960	69.60%
CYP2C8 inhibition	+	0.7160	71.60%
CYP inhibitory promiscuity	-	0.9004	90.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5298	52.98%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9474	94.74%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.8495	84.95%
Ames mutagenesis	-	0.5718	57.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4668	46.68%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5331	53.31%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9549	95.49%
Acute Oral Toxicity (c)	III	0.5941	59.41%
Estrogen receptor binding	+	0.6543	65.43%
Androgen receptor binding	+	0.8080	80.80%
Thyroid receptor binding	-	0.5522	55.22%
Glucocorticoid receptor binding	-	0.5321	53.21%
Aromatase binding	-	0.6795	67.95%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.6726	67.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.77%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.45%	99.15%
CHEMBL3194	P02766	Transthyretin	93.30%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.59%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.22%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.48%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.14%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.79%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.43%	91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Theobroma grandiflorum