9-(3,5-Dihydroxyphenyl)-8,10,18-tris(4-hydroxyphenyl)tetracyclo[9.7.0.02,7.012,17]octadeca-2(7),3,5,9,12(17),13,15-heptaene-4,6,14,16-tetrol

Details

• Internal ID: 52bf8a2c-20f3-4150-9a4f-fa5ae2df3e70
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 9-(3,5-dihydroxyphenyl)-8,10,18-tris(4-hydroxyphenyl)tetracyclo[9.7.0.02,7.012,17]octadeca-2(7),3,5,9,12(17),13,15-heptaene-4,6,14,16-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C2C(=CC(=C4)O)O)C(=C(C(C5=C3C=C(C=C5O)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C3C(C4=C2C(=CC(=C4)O)O)C(=C(C(C5=C3C=C(C=C5O)O)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C8=CC=C(C=C8)O)O
• InChI: InChI=1S/C42H32O9/c43-24-7-1-20(2-8-24)35-38(23-13-27(46)15-28(47)14-23)36(21-3-9-25(44)10-4-21)41-32-17-30(49)19-34(51)40(32)37(22-5-11-26(45)12-6-22)42(41)31-16-29(48)18-33(50)39(31)35/h1-19,35,37,41-51H
• InChI Key: WJBCPQVBWGTJNA-UHFFFAOYSA-N
• Popularity: 0 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): 182.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.81
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.8233	82.33%
Blood Brain Barrier	-	0.6129	61.29%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5964	59.64%
OATP2B1 inhibitior	+	0.5735	57.35%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.8623	86.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	+	0.8579	85.79%
P-glycoprotein inhibitior	-	0.4928	49.28%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	+	0.3537	35.37%
CYP3A4 inhibition	+	0.6785	67.85%
CYP2C9 inhibition	+	0.8836	88.36%
CYP2C19 inhibition	+	0.8219	82.19%
CYP2D6 inhibition	-	0.8495	84.95%
CYP1A2 inhibition	+	0.9255	92.55%
CYP2C8 inhibition	+	0.8809	88.09%
CYP inhibitory promiscuity	+	0.9648	96.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4876	48.76%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.5357	53.57%
Skin irritation	+	0.4922	49.22%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8044	80.44%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7770	77.70%
Acute Oral Toxicity (c)	III	0.4232	42.32%
Estrogen receptor binding	+	0.7365	73.65%
Androgen receptor binding	+	0.8303	83.03%
Thyroid receptor binding	+	0.7199	71.99%
Glucocorticoid receptor binding	+	0.7448	74.48%
Aromatase binding	+	0.5255	52.55%
PPAR gamma	+	0.8639	86.39%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	97.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.63%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.61%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.78%	96.12%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.89%	97.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.52%	92.94%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.75%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.24%	95.69%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	85.62%	97.64%
CHEMBL3194	P02766	Transthyretin	85.61%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.72%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.31%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.27%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.38%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL236	P41143	Delta opioid receptor	82.01%	99.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL2319	P06870	Kallikrein 1	81.30%	90.95%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.86%	94.01%
CHEMBL1951	P21397	Monoamine oxidase A	80.43%	91.49%

Plants that contains it

• Vateria copallifera

Cross-Links

• PubChem: 5090126
• LOTUS: LTS0094231
• wikiData: Q105306663