Sciadopitysin

Details

• Internal ID: a7216ae8-6af7-4ba0-a7ac-5647d299f8c1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
• InChI: InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3
• InChI Key: YCXRBCHEOFVYEN-UHFFFAOYSA-N
• Popularity: 34 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₀
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 521-34-6
• Amentoflavone-7,4',4'''-trimethyl ether
• 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
• NSC45108
• CHEBI:9050
• WL44VY201L
• 7,4',4'''-Trimethylamentoflavone
• EINECS 208-311-5
• NSC 45108
• NSC-45108
• 5,7-Dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl)-2-(4-methoxyphenyl)-4-benzopyrone
• 5,7-Dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-chromen-4-one
• 5,7-dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl)-2-(4-methoxyphenyl)-4H-chromen-4-one
• 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4-benzopyrone
• C33H24O10
• UNII-WL44VY201L
• jm5b01461, Compound 88
• SCHEMBL1158050
• DTXSID30200096
• BDBM429270
• HY-N2119
• LMPK12040006
• MFCD00017448
• AKOS030231209
• C33-H24-O10
• NCGC00163619-01
• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-
• AC-34337
• AS-79283
• CS-0018639
• FT-0632283
• A871058
• Q27108253
• 5,7-dihydroxy-8-(5-(5-hydroxy-7-methoxy-4-oxo-4H-1- benzopyran-2-yl)-2-methoxyphenyl)-2-(4-methoxyphenyl)-4- benzopyrone
• 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-chromen-2-yl)-2-methoxy-phenyl]-2-(4-methoxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9312	93.12%
Caco-2	-	0.7896	78.96%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7937	79.37%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	-	0.7073	70.73%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9516	95.16%
P-glycoprotein inhibitior	+	0.9037	90.37%
P-glycoprotein substrate	-	0.6457	64.57%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5787	57.87%
CYP2C9 inhibition	-	0.6917	69.17%
CYP2C19 inhibition	-	0.6646	66.46%
CYP2D6 inhibition	-	0.8129	81.29%
CYP1A2 inhibition	+	0.6457	64.57%
CYP2C8 inhibition	+	0.8581	85.81%
CYP inhibitory promiscuity	+	0.6215	62.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8722	87.22%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9501	95.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4695	46.95%
Acute Oral Toxicity (c)	III	0.5810	58.10%
Estrogen receptor binding	+	0.8940	89.40%
Androgen receptor binding	+	0.9429	94.29%
Thyroid receptor binding	+	0.6371	63.71%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.5336	53.36%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.7886	78.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.9134	91.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.84%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.24%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL3194	P02766	Transthyretin	94.34%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.94%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.49%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL308	P06493	Cyclin-dependent kinase 1	90.33%	91.73%
CHEMBL1907	P15144	Aminopeptidase N	89.70%	93.31%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL242	Q92731	Estrogen receptor beta	89.45%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	89.30%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.66%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.57%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.24%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	84.95%	95.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.61%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.36%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.11%	94.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.89%	89.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.21%	95.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Cephalotaxus nana
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Dendrobium loddigesii
• Distephanus angulifolius
• Equisetum hyemale
• Eucalyptus apodophylla
• Ginkgo biloba
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Metasequoia glyptostroboides
• Nageia nagi
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Podocarpus macrophyllus
• Podocarpus urbanii
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Taxodium distichum
• Taxus baccata
• Taxus canadensis
• Taxus cuspidata
• Taxus wallichiana
• Torreya nucifera
• Veronica polita

Cross-Links

• PubChem: 5281696
• NPASS: NPC14606
• ChEMBL: CHEMBL208908
• LOTUS: LTS0262782
• wikiData: Q27108253