5,7-Dihydroxy-2-[8-hydroxy-2-methyl-2-(4-methylpenta-1,3-dienyl)-3,4-dihydrochromen-6-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: e7ba70b5-f73e-46dc-8f30-2460ca3be4d7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: 5,7-dihydroxy-2-[8-hydroxy-2-methyl-2-(4-methylpenta-1,3-dienyl)-3,4-dihydrochromen-6-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC4=C(C(=C3)O)OC(CC4)(C)C=CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC4=C(C(=C3)O)OC(CC4)(C)C=CC=C(C)C)O)C
• InChI: InChI=1S/C30H34O6/c1-17(2)7-6-11-30(5)12-10-19-13-20(14-24(33)29(19)36-30)25-16-23(32)27-26(35-25)15-22(31)21(28(27)34)9-8-18(3)4/h6-8,11,13-15,25,31,33-34H,9-10,12,16H2,1-5H3
• InChI Key: BPINYPJAFFJSJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₆
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.23553880 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.62
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9714	97.14%
Caco-2	-	0.6916	69.16%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6884	68.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8419	84.19%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9484	94.84%
P-glycoprotein inhibitior	+	0.8594	85.94%
P-glycoprotein substrate	-	0.5651	56.51%
CYP3A4 substrate	+	0.6924	69.24%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.7095	70.95%
CYP2C9 inhibition	+	0.6033	60.33%
CYP2C19 inhibition	+	0.5643	56.43%
CYP2D6 inhibition	-	0.8096	80.96%
CYP1A2 inhibition	-	0.5550	55.50%
CYP2C8 inhibition	+	0.6153	61.53%
CYP inhibitory promiscuity	+	0.6784	67.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.7171	71.71%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7308	73.08%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7767	77.67%
Acute Oral Toxicity (c)	III	0.4706	47.06%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	+	0.7180	71.80%
PPAR gamma	+	0.8110	81.10%
Honey bee toxicity	-	0.6804	68.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	99.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.85%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.20%	85.14%
CHEMBL236	P41143	Delta opioid receptor	95.21%	99.35%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.48%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.47%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.25%	95.64%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	87.93%	80.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.82%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.07%	89.34%
CHEMBL233	P35372	Mu opioid receptor	85.75%	97.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.30%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.82%	92.68%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.63%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.44%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%

Plants that contains it

• Macaranga tanarius

Cross-Links

• PubChem: 163018813
• LOTUS: LTS0159572
• wikiData: Q104942345