(1R,2R,3R,9S,10S,17S)-3-[(2S,3S)-7-hydroxy-2-(4-hydroxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol

Details

• Internal ID: 17df7cb9-eca8-43a7-b986-605bb4377947
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1R,2R,3R,9S,10S,17S)-3-[(2S,3S)-7-hydroxy-2-(4-hydroxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=CC8=C(C(=C7)O)OC(C8C9=CC(=CC(=C9)OC1C(C(C(C(O1)CO)O)O)O)O)C1=CC=C(C=C1)O)C(=C6)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H]3[C@H](C4=C(C=C(C=C4O)O)[C@@H]5[C@H](OC6=C5C3=C([C@H]2C7=CC8=C(C(=C7)O)O[C@@H]([C@H]8C9=CC(=CC(=C9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C1=CC=C(C=C1)O)C(=C6)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C62H52O17/c63-25-45-56(73)57(74)58(75)62(78-45)76-38-18-30(17-36(68)21-38)46-40-19-31(20-43(72)61(40)79-59(46)28-5-13-34(66)14-6-28)49-47(26-1-9-32(64)10-2-26)54-48(27-3-11-33(65)12-4-27)50-39(22-37(69)23-41(50)70)51-53-44(24-42(71)52(49)55(53)54)77-60(51)29-7-15-35(67)16-8-29/h1-24,45-49,51,54,56-60,62-75H,25H2/t45-,46+,47+,48+,49+,51+,54-,56-,57+,58-,59-,60-,62-/m1/s1
• InChI Key: RJWMEAZIMHXPHU-HSSIXZNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₅₂O₁₇
• Molecular Weight: 1069.10 g/mol
• Exact Mass: 1068.32045019 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.91
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5522	55.22%
Caco-2	-	0.8793	87.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	0.7097	70.97%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8112	81.12%
P-glycoprotein inhibitior	+	0.7070	70.70%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.6772	67.72%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.7335	73.35%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.8646	86.46%
CYP2C8 inhibition	+	0.7948	79.48%
CYP inhibitory promiscuity	-	0.5659	56.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8375	83.75%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.4969	49.69%
Estrogen receptor binding	+	0.7547	75.47%
Androgen receptor binding	+	0.7360	73.60%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	-	0.4870	48.70%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.6291	62.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8372	83.72%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.52%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.52%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.76%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.81%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.18%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.39%	97.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.56%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.49%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.77%	95.83%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.54%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.44%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.69%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.62%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	80.37%	91.49%

Plants that contains it

• Cotylelobium lanceolatum

Cross-Links

• PubChem: 154497655
• LOTUS: LTS0103969
• wikiData: Q105238095