Thelephantin O

Details

• Internal ID: c643af62-c6c8-40a4-82cc-dda6c8680fd8
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: [3,4-dihydroxy-2,5-bis(4-hydroxyphenyl)-6-(2-phenylacetyl)oxyphenyl] benzoate
• SMILES (Canonical): C1=CC=C(C=C1)CC(=O)OC2=C(C(=C(C(=C2C3=CC=C(C=C3)O)O)O)C4=CC=C(C=C4)O)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): C1=CC=C(C=C1)CC(=O)OC2=C(C(=C(C(=C2C3=CC=C(C=C3)O)O)O)C4=CC=C(C=C4)O)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C33H24O8/c34-24-15-11-21(12-16-24)27-29(37)30(38)28(22-13-17-25(35)18-14-22)32(41-33(39)23-9-5-2-6-10-23)31(27)40-26(36)19-20-7-3-1-4-8-20/h1-18,34-35,37-38H,19H2
• InChI Key: GFBVHSKVZMZGND-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₈
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL5188910

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9269	92.69%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8915	89.15%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8043	80.43%
P-glycoprotein inhibitior	+	0.6843	68.43%
P-glycoprotein substrate	-	0.9013	90.13%
CYP3A4 substrate	-	0.5081	50.81%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.6661	66.61%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.7492	74.92%
CYP2C8 inhibition	+	0.9398	93.98%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6179	61.79%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.6437	64.37%
Skin irritation	-	0.7375	73.75%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4026	40.26%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7601	76.01%
Acute Oral Toxicity (c)	III	0.7014	70.14%
Estrogen receptor binding	+	0.8494	84.94%
Androgen receptor binding	+	0.8529	85.29%
Thyroid receptor binding	-	0.5306	53.06%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	-	0.6385	63.85%
PPAR gamma	+	0.7222	72.22%
Honey bee toxicity	-	0.8829	88.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.23%	91.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.10%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.69%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.38%	92.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.30%	94.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.17%	95.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.23%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.87%	96.09%
CHEMBL2276	P45983	c-Jun N-terminal kinase 1	83.63%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53375718
• LOTUS: LTS0158647
• wikiData: Q77279878