Sanggenol L

Details

• Internal ID: 828d8253-9f5b-4a78-ae75-210180c2011a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC(=CCCC1(C=CC2=C(O1)C=C(C3=C2OC(CC3=O)C4=C(C=C(C=C4)O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C=CC2=C(O1)C=C(C3=C2OC(CC3=O)C4=C(C=C(C=C4)O)O)O)C)C
• InChI: InChI=1S/C25H26O6/c1-14(2)5-4-9-25(3)10-8-17-22(31-25)13-20(29)23-19(28)12-21(30-24(17)23)16-7-6-15(26)11-18(16)27/h5-8,10-11,13,21,26-27,29H,4,9,12H2,1-3H3
• InChI Key: MCDFUBPTGYOGCC-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 329319-20-2
• 2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
• 2-(2,4-Dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-en-1-yl)-2,3-dihydropyrano[2,3-f]chromen-4(8H)-one
• 5,2'.4'-Trihydroxy-6''-methyl-6''-(4-methylpent-3-enyl)-pyrano[2'',3'':7,8]flavanone
• orb1684242
• SCHEMBL28255205
• CHEBI:185349
• ENA31920
• HY-N2602
• LMPK12140526
• AKOS040760690
• DA-57653
• CS-0023005
• E88826

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.6525	65.25%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.8165	81.65%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9141	91.41%
P-glycoprotein inhibitior	+	0.6901	69.01%
P-glycoprotein substrate	+	0.6278	62.78%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.5654	56.54%
CYP2C9 inhibition	+	0.5730	57.30%
CYP2C19 inhibition	-	0.5170	51.70%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.5649	56.49%
CYP2C8 inhibition	+	0.5550	55.50%
CYP inhibitory promiscuity	+	0.7748	77.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.6903	69.03%
Skin irritation	-	0.7040	70.40%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6486	64.86%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5950	59.50%
skin sensitisation	-	0.7760	77.60%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.8921	89.21%
Androgen receptor binding	+	0.7051	70.51%
Thyroid receptor binding	+	0.7294	72.94%
Glucocorticoid receptor binding	+	0.8471	84.71%
Aromatase binding	+	0.6156	61.56%
PPAR gamma	+	0.7715	77.15%
Honey bee toxicity	-	0.7340	73.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	99.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL240	Q12809	HERG	95.20%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.48%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.54%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.50%	96.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.30%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.29%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.74%	94.75%
CHEMBL1914	P06276	Butyrylcholinesterase	88.61%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.13%	95.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.83%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.62%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.04%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.02%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.31%	94.80%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.59%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL236	P41143	Delta opioid receptor	80.90%	99.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.32%	99.15%

Plants that contains it

• Morus alba
• Morus mongolica

Cross-Links

• PubChem: 11796489
• NPASS: NPC222779
• LOTUS: LTS0110480
• wikiData: Q105161102