16-Hydroxy-18-methoxy-6,8,12,21-tetraoxapentacyclo[11.8.0.02,10.05,9.015,20]henicosa-1(13),2(10),3,5(9),15,17,19-heptaen-14-one

Details

• Internal ID: 21533560-967b-48a5-bed8-579a241ab0a6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 16-hydroxy-18-methoxy-6,8,12,21-tetraoxapentacyclo[11.8.0.02,10.05,9.015,20]henicosa-1(13),2(10),3,5(9),15,17,19-heptaen-14-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC3=C(C2=O)OCC4=C3C=CC5=C4OCO5)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC3=C(C2=O)OCC4=C3C=CC5=C4OCO5)O
• InChI: InChI=1S/C18H12O7/c1-21-8-4-11(19)14-13(5-8)25-17-9-2-3-12-16(24-7-23-12)10(9)6-22-18(17)15(14)20/h2-5,19H,6-7H2,1H3
• InChI Key: XLJLYVFWFVRDFG-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₇
• Molecular Weight: 340.30 g/mol
• Exact Mass: 340.05830272 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.7078	70.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4547	45.47%
P-glycoprotein inhibitior	+	0.6189	61.89%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	+	0.8122	81.22%
CYP2C9 inhibition	+	0.6652	66.52%
CYP2C19 inhibition	+	0.8715	87.15%
CYP2D6 inhibition	+	0.7379	73.79%
CYP1A2 inhibition	+	0.6748	67.48%
CYP2C8 inhibition	+	0.5184	51.84%
CYP inhibitory promiscuity	+	0.6859	68.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4371	43.71%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.6064	60.64%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7801	78.01%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6975	69.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5253	52.53%
Acute Oral Toxicity (c)	III	0.6793	67.93%
Estrogen receptor binding	+	0.8695	86.95%
Androgen receptor binding	+	0.8326	83.26%
Thyroid receptor binding	+	0.5777	57.77%
Glucocorticoid receptor binding	+	0.8201	82.01%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	+	0.9373	93.73%
Honey bee toxicity	-	0.8189	81.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8710	87.10%

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	99.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.50%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.35%	96.77%
CHEMBL4208	P20618	Proteasome component C5	94.27%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.99%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.27%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.84%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.04%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.94%	99.15%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.90%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.36%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.89%	98.75%
CHEMBL3194	P02766	Transthyretin	88.27%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.06%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.97%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.58%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.55%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	81.30%	85.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.47%	96.67%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.33%	96.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Aeschynanthus pulcher
• Betula papyrifera
• Boronia alata
• Caesalpinia pulcherrima
• Cinnamomum philippinense
• Coronilla cretica
• Cryptochilus siamensis
• Cyperus capitatus
• Delphinium tricorne
• Ephedra altissima
• Erica cinerea
• Gymnosporia emarginata
• Haemanthus albiflos
• Helleborus viridis
• Hordeum bulbosum
• Iris sibirica
• Isolona pilosa
• Jatropha gossypiifolia
• Lepidaploa aurea
• Litsea nitida
• Lobelia langeana
• Magnolia henryi
• Micromelum minutum
• Peltophorum dubium
• Prunus pseudocerasus
• Salvia miniata
• Sibiraea angustata
• Tamarix dioica
• Tripterygium wilfordii
• Valeriana officinalis
• Xanthium spinosum subsp. spinosum

Cross-Links

• PubChem: 44260091
• NPASS: NPC180300
• LOTUS: LTS0161566
• wikiData: Q105330019