(1S,2R,3R,9R,10S,17S)-2,9,17-tris(4-hydroxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-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: d4dddac7-19dd-4596-b203-9e6dca93bf04
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1S,2R,3R,9R,10S,17S)-2,9,17-tris(4-hydroxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-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=CC(=CC(=C7)OC8C(C(C(C(O8)CO)O)O)O)O)C(=C6)O)C9=CC=C(C=C9)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=CC(=CC(=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C(=C6)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C48H42O14/c49-19-34-44(57)45(58)46(59)48(62-34)60-29-14-23(13-27(53)15-29)37-35(20-1-7-24(50)8-2-20)42-36(21-3-9-25(51)10-4-21)38-30(16-28(54)17-31(38)55)39-41-33(18-32(56)40(37)43(41)42)61-47(39)22-5-11-26(52)12-6-22/h1-18,34-37,39,42,44-59H,19H2/t34-,35+,36+,37+,39+,42+,44-,45+,46-,47+,48-/m1/s1
• InChI Key: RANYCRBQZGEUTN-JWRHJCJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₄₂O₁₄
• Molecular Weight: 842.80 g/mol
• Exact Mass: 842.25745601 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 14
• H-Bond Donor: 11
• Rotatable Bonds: 7

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	-	0.9063	90.63%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.8269	82.69%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7825	78.25%
P-glycoprotein inhibitior	+	0.6033	60.33%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.6530	65.30%
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	+	0.7672	76.72%
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	-	0.8817	88.17%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8625	86.25%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.4969	49.69%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	-	0.5587	55.87%
Aromatase binding	+	0.5216	52.16%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.6895	68.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	92.43%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.22%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.83%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.54%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.97%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.76%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.46%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.07%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.69%	86.92%

Plants that contains it

• Cotylelobium lanceolatum

Cross-Links

• PubChem: 163071019
• LOTUS: LTS0037645
• wikiData: Q105232748