Macaflavanone G

Details

• Internal ID: 85c1a599-9a9c-4d7d-a908-498a268db708
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 2-prenylated flavans > 2-prenylated flavanones
• IUPAC Name: (2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC1(CCC2=C(C=CC(=C2O1)O)C3CC(=O)C4=C(O3)C=C(C(=C4O)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1(CCC2=C(C=CC(=C2O1)O)[C@@H]3CC(=O)C4=C(O3)C=C(C(=C4O)CC=C(C)C)O)C)C
• InChI: InChI=1S/C30H36O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-11,15,25,31-32,34H,6,9,12-14,16H2,1-5H3/t25-,30+/m0/s1
• InChI Key: YDKQMGVESZZFGP-SETSBSEESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₆
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.25118886 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.85
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEBI:66647
• (2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• (2S,2'R)-5,7,8'-trihydroxy-2'-methyl-6-(3-methylbut-2-en-1-yl)-2'-(4-methylpent-3-en-1-yl)-2,3,3',4'-tetrahydro-2'H,4H-2,5'-bichromen-4-one
• CHEMBL575434
• DTXSID001100899
• Q27135264
• (2S,2'R)-2,2',3,3'-Tetrahydro-5,7,8'-trihydroxy-2'-methyl-6-(3-methyl-2-buten-1-yl)-2'-(4-methyl-3-penten-1-yl)[2,5'-bi-4H-1-benzopyran]-4-one
• 1075194-71-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	-	0.6988	69.88%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7407	74.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.8486	84.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7564	75.64%
BSEP inhibitior	+	0.9563	95.63%
P-glycoprotein inhibitior	+	0.7975	79.75%
P-glycoprotein substrate	-	0.5433	54.33%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.7558	75.58%
CYP2C9 inhibition	-	0.6614	66.14%
CYP2C19 inhibition	-	0.6170	61.70%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.5639	56.39%
CYP2C8 inhibition	+	0.6620	66.20%
CYP inhibitory promiscuity	-	0.5274	52.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6972	69.72%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8611	86.11%
Skin irritation	-	0.7090	70.90%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6835	68.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7250	72.50%
Acute Oral Toxicity (c)	III	0.3923	39.23%
Estrogen receptor binding	+	0.8665	86.65%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.6852	68.52%
PPAR gamma	+	0.7917	79.17%
Honey bee toxicity	-	0.7644	76.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	99.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.26%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.23%	93.40%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.74%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.75%	96.12%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.59%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.59%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.53%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.29%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.39%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.56%	92.68%
CHEMBL233	P35372	Mu opioid receptor	82.35%	97.93%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.45%	98.11%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.01%	97.88%

Plants that contains it

• Bobgunnia madagascariensis
• Calodendrum capense
• Croton caudatus
• Elaeocarpus fuscoides
• Jacobaea adonidifolia
• Macaranga tanarius
• Meconopsis horridula
• Oxera splendida
• Stevia eupatoria
• Vitex pinnata

Cross-Links

• PubChem: 25155335
• NPASS: NPC293319
• ChEMBL: CHEMBL575434
• LOTUS: LTS0115908
• wikiData: Q27135264