6,7-dihydroxy-13-methoxy-14-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Details

• Internal ID: 6aa070a0-443b-4ca6-9f9c-bd7a5f444e99
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6,7-dihydroxy-13-methoxy-14-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C3C4=C2OC(=O)C5=CC(=C(C(=C54)OC3=O)O)O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C3C4=C2OC(=O)C5=CC(=C(C(=C54)OC3=O)O)O)OC)O)O)O
• InChI: InChI=1S/C21H18O12/c1-5-12(23)14(25)15(26)21(30-5)33-16-9(29-2)4-7-11-10-6(19(27)32-18(11)16)3-8(22)13(24)17(10)31-20(7)28/h3-5,12,14-15,21-26H,1-2H3/t5-,12-,14+,15+,21-/m0/s1
• InChI Key: HQXPTMULYOTEAX-UKZWKHHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.07982601 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6411	64.11%
Caco-2	-	0.7786	77.86%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4494	44.94%
P-glycoprotein inhibitior	-	0.6322	63.22%
P-glycoprotein substrate	-	0.6672	66.72%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.9573	95.73%
CYP2C19 inhibition	-	0.9156	91.56%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7124	71.24%
CYP2C8 inhibition	+	0.5386	53.86%
CYP inhibitory promiscuity	-	0.8470	84.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.5362	53.62%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9497	94.97%
Acute Oral Toxicity (c)	III	0.5324	53.24%
Estrogen receptor binding	+	0.7442	74.42%
Androgen receptor binding	+	0.5402	54.02%
Thyroid receptor binding	-	0.5204	52.04%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.8148	81.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5351	53.51%
Fish aquatic toxicity	+	0.9219	92.19%

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	99.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.81%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.49%	92.94%
CHEMBL2535	P11166	Glucose transporter	87.10%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.91%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	86.07%	91.49%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.89%	97.31%
CHEMBL2581	P07339	Cathepsin D	85.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.20%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.10%	99.23%
CHEMBL3194	P02766	Transthyretin	83.00%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.56%	97.36%
CHEMBL290	Q13370	Phosphodiesterase 3B	81.88%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.68%	83.57%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.68%	94.42%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.84%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.47%	99.15%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 163048522
• LOTUS: LTS0194775
• wikiData: Q105269865