Prunolide C

Details

• Internal ID: 9b24bf02-9f87-4222-bf85-2071c6d21cca
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (5R,7R)-1,11,12,13-tetrakis(4-hydroxyphenyl)-4,6,8-trioxadispiro[4.1.47.25]trideca-1,10,12-triene-3,9-dione
• InChI: InChI=1S/C34H22O9/c35-23-9-1-19(2-10-23)27-17-29(39)41-33(27)31(21-5-13-25(37)14-6-21)32(22-7-15-26(38)16-8-22)34(43-33)28(18-30(40)42-34)20-3-11-24(36)12-4-20/h1-18,35-38H/t33-,34-/m0/s1
• InChI Key: TVZMJJGJCOWLNQ-HEVIKAOCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₂O₉
• Molecular Weight: 574.50 g/mol
• Exact Mass: 574.12638228 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEMBL5200582
• (5R,7R)-1,11,12,13-Tetrakis(4-hydroxyphenyl)-4,6,8-trioxadispiro[4.1.47.25]trideca-1,10,12-triene-3,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	-	0.5813	58.13%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9274	92.74%
P-glycoprotein inhibitior	+	0.6000	60.00%
P-glycoprotein substrate	-	0.9228	92.28%
CYP3A4 substrate	-	0.5247	52.47%
CYP2C9 substrate	-	0.8134	81.34%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.7067	70.67%
CYP2C9 inhibition	+	0.6827	68.27%
CYP2C19 inhibition	-	0.6658	66.58%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8154	81.54%
CYP2C8 inhibition	+	0.5385	53.85%
CYP inhibitory promiscuity	+	0.5829	58.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Danger	0.5104	51.04%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.5330	53.30%
Skin irritation	-	0.5692	56.92%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.5959	59.59%
skin sensitisation	-	0.7813	78.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8202	82.02%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.7576	75.76%
Androgen receptor binding	+	0.8364	83.64%
Thyroid receptor binding	+	0.5963	59.63%
Glucocorticoid receptor binding	+	0.7582	75.82%
Aromatase binding	-	0.5130	51.30%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	96.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	90.32%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.64%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.99%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.92%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.99%	95.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.67%	83.57%
CHEMBL301	P24941	Cyclin-dependent kinase 2	82.43%	91.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.86%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21589556
• LOTUS: LTS0086958
• wikiData: Q105265659