(1R,2S,3S,9R,10R,17R)-2-(3,5-dihydroxyphenyl)-3,9,17-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

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	7373c8ba-81fc-4fdf-b20e-62e3ee2c9ce9
Taxonomy	Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name	(1R,2S,3S,9R,10R,17R)-2-(3,5-dihydroxyphenyl)-3,9,17-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=C1C2C(C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C2C(=C6)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1[C@@H]2[C@H]([C@@H]3[C@@H](C4=C(C=C(C=C4O)O)[C@H]5[C@@H](OC6=C5C3=C2C(=C6)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O
InChI	InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-35(22-13-26(46)15-27(47)14-22)40-34(20-3-9-24(44)10-4-20)36-29(16-28(48)17-30(36)49)37-39-32(18-31(50)38(33)41(39)40)51-42(37)21-5-11-25(45)12-6-21/h1-18,33-35,37,40,42-50H/t33-,34-,35-,37-,40+,42+/m1/s1
InChI Key	QDEHKEFWCRAFDN-WTEBWGKASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₂H₃₂O₉
Molecular Weight	680.70 g/mol
Exact Mass	680.20463259 g/mol
Topological Polar Surface Area (TPSA)	171.00 Å²
XlogP	6.80
Atomic LogP (AlogP)	7.76
H-Bond Acceptor	9
H-Bond Donor	8
Rotatable Bonds	4

Synonyms

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SCHEMBL13241393

AKOS040750492

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	+	0.9827	98.27%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	+	0.5748	57.48%
OATP1B1 inhibitior	+	0.7700	77.00%
OATP1B3 inhibitior	-	0.3378	33.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7945	79.45%
P-glycoprotein inhibitior	+	0.6756	67.56%
P-glycoprotein substrate	-	0.8037	80.37%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.5280	52.80%
CYP2C9 inhibition	+	0.8315	83.15%
CYP2C19 inhibition	+	0.8416	84.16%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	+	0.8607	86.07%
CYP2C8 inhibition	+	0.7009	70.09%
CYP inhibitory promiscuity	+	0.9212	92.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4584	45.84%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.6531	65.31%
Skin irritation	+	0.5289	52.89%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8171	81.71%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.4139	41.39%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.8126	81.26%
Thyroid receptor binding	+	0.7169	71.69%
Glucocorticoid receptor binding	+	0.6783	67.83%
Aromatase binding	-	0.5700	57.00%
PPAR gamma	+	0.7833	78.33%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9646	96.46%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.37%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.92%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.82%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	84.51%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.03%	97.09%
CHEMBL3194	P02766	Transthyretin	80.85%	90.71%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.71%	91.23%

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.

Ampelopsis glandulosa var. brevipedunculata

Annona cornifolia

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata

Caragana aurantiaca

Chaenomeles sinensis

Dumortiera hirsuta