(1S,8S,9R,16S)-9-[5-[(E)-2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	e153c02e-7bbf-470c-918f-155783c34ddf
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	(1S,8S,9R,16S)-9-[5-[(E)-2-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
SMILES (Canonical)	C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7=C(C=CC(=C7)C=CC8=C9C(=CC(=C8)O)OC(=C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1[C@@H]2[C@H](C3=C4[C@@H]([C@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7=C(C=CC(=C7)/C=C/C8=C9C(=CC(=C8)O)OC(=C9C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)O
InChI	InChI=1S/C56H40O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49,51,54,56-66H/b3-1+/t49-,51+,54+,56-/m1/s1
InChI Key	OTYIKSOKCAQFIS-LZAMBNIJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₅₆H₄₀O₁₂
Molecular Weight	904.90 g/mol
Exact Mass	904.25197671 g/mol
Topological Polar Surface Area (TPSA)	225.00 Å²
XlogP	10.50
Atomic LogP (AlogP)	11.54
H-Bond Acceptor	12
H-Bond Donor	10
Rotatable Bonds	7

Synonyms

Top

There are no found synonyms.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5475	54.75%
OATP2B1 inhibitior	-	0.5586	55.86%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.8162	81.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8413	84.13%
P-glycoprotein inhibitior	+	0.7298	72.98%
P-glycoprotein substrate	-	0.5389	53.89%
CYP3A4 substrate	+	0.6770	67.70%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6951	69.51%
CYP3A4 inhibition	+	0.6847	68.47%
CYP2C9 inhibition	+	0.8745	87.45%
CYP2C19 inhibition	+	0.8287	82.87%
CYP2D6 inhibition	-	0.8167	81.67%
CYP1A2 inhibition	+	0.8259	82.59%
CYP2C8 inhibition	+	0.9278	92.78%
CYP inhibitory promiscuity	+	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4323	43.23%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8749	87.49%
Skin irritation	+	0.4936	49.36%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7105	71.05%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8019	80.19%
Acute Oral Toxicity (c)	II	0.4349	43.49%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.8418	84.18%
Thyroid receptor binding	+	0.6243	62.43%
Glucocorticoid receptor binding	+	0.6060	60.60%
Aromatase binding	+	0.5297	52.97%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.6974	69.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Top

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.41%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.53%	89.00%
CHEMBL3194	P02766	Transthyretin	97.12%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	96.63%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.08%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.33%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.18%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.51%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.93%	91.71%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.25%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.35%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	87.14%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.07%	85.14%
CHEMBL1900	P15121	Aldose reductase	86.11%	92.38%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.23%	98.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.09%	95.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.76%	91.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.65%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.91%	83.10%
CHEMBL4530	P00488	Coagulation factor XIII	82.51%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.32%	86.33%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.29%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.37%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.09%	94.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.19%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.03%	97.31%

Plants that contains it

Top

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.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata

Eucalyptus melliodora