7-Hydroxy-3-[3-hydroxy-4-[(2,2,6-trimethylcyclohexyl)methoxy]phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: bc5afca6-fffc-450b-8379-803d6a5628bc
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
• IUPAC Name: 7-hydroxy-3-[3-hydroxy-4-[(2,2,6-trimethylcyclohexyl)methoxy]phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1CCCC(C1COC2=C(C=C(C=C2)C3COC4=C(C3=O)C=CC(=C4CC=C(C)C)O)O)(C)C
• SMILES (Isomeric): CC1CCCC(C1COC2=C(C=C(C=C2)C3COC4=C(C3=O)C=CC(=C4CC=C(C)C)O)O)(C)C
• InChI: InChI=1S/C30H38O5/c1-18(2)8-10-21-25(31)12-11-22-28(33)23(16-35-29(21)22)20-9-13-27(26(32)15-20)34-17-24-19(3)7-6-14-30(24,4)5/h8-9,11-13,15,19,23-24,31-32H,6-7,10,14,16-17H2,1-5H3
• InChI Key: KLAFWIPSUKZZLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₅
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.27192431 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	-	0.7629	76.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8797	87.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.8580	85.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7840	78.40%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.8036	80.36%
P-glycoprotein substrate	-	0.5192	51.92%
CYP3A4 substrate	+	0.6869	68.69%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.7561	75.61%
CYP3A4 inhibition	-	0.7936	79.36%
CYP2C9 inhibition	+	0.6013	60.13%
CYP2C19 inhibition	+	0.6668	66.68%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	+	0.7575	75.75%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	+	0.5608	56.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6936	69.36%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.7991	79.91%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7358	73.58%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7773	77.73%
Acute Oral Toxicity (c)	III	0.4972	49.72%
Estrogen receptor binding	+	0.8229	82.29%
Androgen receptor binding	+	0.8636	86.36%
Thyroid receptor binding	+	0.6088	60.88%
Glucocorticoid receptor binding	+	0.7899	78.99%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.89%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	93.24%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.43%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.70%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.83%	93.40%
CHEMBL4040	P28482	MAP kinase ERK2	89.50%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.21%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.08%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.26%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.18%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.05%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.28%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.11%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.72%	80.78%
CHEMBL2535	P11166	Glucose transporter	81.34%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.16%	97.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.68%	99.17%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 162987581
• LOTUS: LTS0159552
• wikiData: Q105142471