[(10S,11R,12R,13S,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 0c1c5791-4f7f-4434-a245-6651f2a820fd
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10S,11R,12R,13S,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C29H24O17/c30-12-3-1-9(5-13(12)31)2-4-17(34)45-29-25(40)24(39)26-16(44-29)8-43-27(41)10-6-14(32)20(35)22(37)18(10)19-11(28(42)46-26)7-15(33)21(36)23(19)38/h1-7,16,24-26,29-33,35-40H,8H2/b4-2+/t16-,24-,25-,26-,29+/m1/s1
• InChI Key: HLZYMQVTDCUYPD-KRGFGPISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₄O₁₇
• Molecular Weight: 644.50 g/mol
• Exact Mass: 644.10134929 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5424	54.24%
Caco-2	-	0.9040	90.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5467	54.67%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5835	58.35%
P-glycoprotein inhibitior	+	0.6670	66.70%
P-glycoprotein substrate	-	0.6797	67.97%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.7816	78.16%
CYP2C9 inhibition	-	0.7238	72.38%
CYP2C19 inhibition	-	0.7561	75.61%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	+	0.7133	71.33%
CYP inhibitory promiscuity	-	0.8145	81.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8447	84.47%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7421	74.21%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7912	79.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8418	84.18%
Acute Oral Toxicity (c)	III	0.4433	44.33%
Estrogen receptor binding	+	0.6928	69.28%
Androgen receptor binding	+	0.7847	78.47%
Thyroid receptor binding	-	0.5079	50.79%
Glucocorticoid receptor binding	+	0.5792	57.92%
Aromatase binding	-	0.5577	55.77%
PPAR gamma	+	0.6537	65.37%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.46%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL3194	P02766	Transthyretin	92.53%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.61%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.53%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.89%	91.71%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.41%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.74%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.52%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.99%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%

Plants that contains it

• Balanophora japonica

Cross-Links

• PubChem: 10908399
• LOTUS: LTS0024772
• wikiData: Q105030421