10,18,25-Tris(4-hydroxyphenyl)-19-oxahexacyclo[15.6.1.12,9.03,8.011,16.020,24]pentacosa-1(24),3(8),4,6,11(16),12,14,20,22-nonaene-4,6,12,14,22-pentol

Details

• Internal ID: e3a714c8-e526-4594-a634-ca7862844a43
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 10,18,25-tris(4-hydroxyphenyl)-19-oxahexacyclo[15.6.1.12,9.03,8.011,16.020,24]pentacosa-1(24),3(8),4,6,11(16),12,14,20,22-nonaene-4,6,12,14,22-pentol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=CC(=CC(=C56)C2C7=C3C=C(C=C7O)O)O)C8=CC=C(C=C8)O)C9=CC=C(C=C9)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=CC(=CC(=C56)C2C7=C3C=C(C=C7O)O)O)C8=CC=C(C=C8)O)C9=CC=C(C=C9)O)O
• InChI: InChI=1S/C42H32O9/c43-22-7-1-19(2-8-22)34-36-29(14-26(47)16-31(36)49)41-38-30(15-27(48)18-33(38)51-42(41)21-5-11-24(45)12-6-21)40-35(20-3-9-23(44)10-4-20)39(34)28-13-25(46)17-32(50)37(28)40/h1-18,34-35,39-50H
• InChI Key: NYJCVXUMBPZNJJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₂O₉
• Molecular Weight: 680.70 g/mol
• Exact Mass: 680.20463259 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.76
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5898	58.98%
OATP2B1 inhibitior	+	0.5754	57.54%
OATP1B1 inhibitior	+	0.7672	76.72%
OATP1B3 inhibitior	-	0.2244	22.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8405	84.05%
P-glycoprotein inhibitior	+	0.6042	60.42%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.6294	62.94%
CYP2C9 inhibition	+	0.8968	89.68%
CYP2C19 inhibition	+	0.8358	83.58%
CYP2D6 inhibition	-	0.7850	78.50%
CYP1A2 inhibition	+	0.9458	94.58%
CYP2C8 inhibition	+	0.7348	73.48%
CYP inhibitory promiscuity	+	0.9252	92.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4234	42.34%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.5950	59.50%
Skin irritation	+	0.5101	51.01%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8068	80.68%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5158	51.58%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.7193	71.93%
Androgen receptor binding	+	0.8150	81.50%
Thyroid receptor binding	+	0.7280	72.80%
Glucocorticoid receptor binding	+	0.7034	70.34%
Aromatase binding	+	0.5275	52.75%
PPAR gamma	+	0.8211	82.11%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	98.47%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.58%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.63%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.79%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%

Plants that contains it

• Paeonia suffruticosa

Cross-Links

• PubChem: 85220453
• LOTUS: LTS0238900
• wikiData: Q105187524