3,4,8,9,10-Pentahydroxybenzo[c]chromen-6-one

Details

• Internal ID: 43b9de6f-74a0-42ce-9d7c-2a50aa49c91d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,8,9,10-pentahydroxybenzo[c]chromen-6-one
• SMILES (Canonical): C1=CC(=C(C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O
• InChI: InChI=1S/C13H8O7/c14-6-2-1-4-8-5(3-7(15)9(16)11(8)18)13(19)20-12(4)10(6)17/h1-3,14-18H
• InChI Key: ZELMDXUEWHBWPN-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₇
• Molecular Weight: 276.20 g/mol
• Exact Mass: 276.02700259 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• 91485-02-8
• 3,4,8,9,10-Pentahydroxybenzo[c]chromen-6-one
• Urolithin M-5
• SCHEMBL2357304
• 3,3,8,9,10-pentahydroxydibenzo[b,d]pyran-6-one
• 3,4,8,9,10-pentahydroxydibenzo[b,d]pyran-6-one
• A904632
• 3,4,8,9,10-pentahydroxy-dibenzo[b,d]pyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8131	81.31%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5191	51.91%
OATP2B1 inhibitior	-	0.6478	64.78%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8694	86.94%
P-glycoprotein inhibitior	-	0.9331	93.31%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	-	0.6250	62.50%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.6514	65.14%
CYP2C9 inhibition	-	0.9486	94.86%
CYP2C19 inhibition	-	0.9671	96.71%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	+	0.6409	64.09%
CYP2C8 inhibition	-	0.6911	69.11%
CYP inhibitory promiscuity	-	0.8110	81.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6928	69.28%
Eye corrosion	-	0.9893	98.93%
Eye irritation	+	0.9584	95.84%
Skin irritation	+	0.6288	62.88%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8039	80.39%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6721	67.21%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8496	84.96%
Acute Oral Toxicity (c)	II	0.4771	47.71%
Estrogen receptor binding	+	0.6878	68.78%
Androgen receptor binding	+	0.8026	80.26%
Thyroid receptor binding	-	0.5455	54.55%
Glucocorticoid receptor binding	+	0.9335	93.35%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.8292	82.92%
Honey bee toxicity	-	0.9181	91.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9335	93.35%

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	99.54%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.27%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.46%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.55%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.26%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.44%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.06%	89.00%
CHEMBL3194	P02766	Transthyretin	87.81%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.56%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.30%	94.42%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.24%	91.38%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Lagerstroemia speciosa
• Mallotus peltatus
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phyllanthus emblica
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Terminalia chebula
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 18504424
• NPASS: NPC84386
• LOTUS: LTS0164602
• wikiData: Q105373394