(1S,2S,3R,4R,10R,11S)-4-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5,7,9(24),12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol

Details

• Internal ID: 401d59e0-6e81-4f48-8617-27d44ccbee91
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1S,2S,3R,4R,10R,11S)-4-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-3,11-bis(4-hydroxyphenyl)hexacyclo[8.7.6.12,5.012,17.018,23.09,24]tetracosa-5,7,9(24),12(17),13,15,18(23),19,21-nonaene-6,8,14,19,21-pentol
• InChI: InChI=1S/C56H42O12/c57-28-7-1-24(2-8-28)44-37-18-31(60)13-14-36(37)49-47-38(19-34(63)21-40(47)65)50(44)52-41(66)23-42(67)53-51(45(54(49)55(52)53)25-3-9-29(58)10-4-25)39-20-35(64)22-43-48(39)46(27-15-32(61)17-33(62)16-27)56(68-43)26-5-11-30(59)12-6-26/h1-23,44-46,49-51,54,56-67H/t44-,45-,46-,49-,50-,51-,54-,56+/m0/s1
• InChI Key: SOJJIUSPBALPHK-RNZAMUKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₂
• Molecular Weight: 906.90 g/mol
• Exact Mass: 906.26762677 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 10.15
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.5617	56.17%
OATP1B1 inhibitior	+	0.7602	76.02%
OATP1B3 inhibitior	-	0.3378	33.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8382	83.82%
P-glycoprotein inhibitior	+	0.7027	70.27%
P-glycoprotein substrate	-	0.6647	66.47%
CYP3A4 substrate	+	0.6039	60.39%
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	+	0.7542	75.42%
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	-	0.8351	83.51%
Skin irritation	+	0.5289	52.89%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8695	86.95%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4843	48.43%
Acute Oral Toxicity (c)	III	0.4139	41.39%
Estrogen receptor binding	+	0.7605	76.05%
Androgen receptor binding	+	0.8079	80.79%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	+	0.5984	59.84%
Aromatase binding	-	0.5182	51.82%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.8104	81.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	97.12%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.62%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.37%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.73%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.32%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.13%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.05%	97.33%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.01%	96.42%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.55%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	80.23%	96.00%

Plants that contains it

• Cotylelobium lanceolatum

Cross-Links

• PubChem: 162841987
• LOTUS: LTS0009233
• wikiData: Q105256967