(2S)-2-(3,4-dimethoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: cc1a9787-498e-40fd-8cb6-245fa878603c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-2-(3,4-dimethoxyphenyl)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=C2C(=C1O)C(=O)CC(O2)C3=CC(=C(C=C3)OC)OC)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C=C2C(=C1O)C(=O)C[C@H](O2)C3=CC(=C(C=C3)OC)OC)OC)/C)C
• InChI: InChI=1S/C28H34O6/c1-17(2)8-7-9-18(3)10-12-20-24(32-5)16-26-27(28(20)30)21(29)15-23(34-26)19-11-13-22(31-4)25(14-19)33-6/h8,10-11,13-14,16,23,30H,7,9,12,15H2,1-6H3/b18-10+/t23-/m0/s1
• InChI Key: RWFWMUNVEYOSJX-SCVJVIIRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₆
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.23553880 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.5169	51.69%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7824	78.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.8570	85.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9743	97.43%
P-glycoprotein inhibitior	+	0.9167	91.67%
P-glycoprotein substrate	-	0.6484	64.84%
CYP3A4 substrate	+	0.6283	62.83%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6864	68.64%
CYP2C9 inhibition	-	0.5642	56.42%
CYP2C19 inhibition	+	0.7135	71.35%
CYP2D6 inhibition	-	0.8285	82.85%
CYP1A2 inhibition	+	0.7690	76.90%
CYP2C8 inhibition	+	0.5401	54.01%
CYP inhibitory promiscuity	+	0.5755	57.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7550	75.50%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7484	74.84%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7692	76.92%
Acute Oral Toxicity (c)	III	0.4044	40.44%
Estrogen receptor binding	+	0.8685	86.85%
Androgen receptor binding	+	0.5894	58.94%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	+	0.8343	83.43%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7980	79.80%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.66%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.45%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.16%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.08%	92.68%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.21%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.94%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.51%	92.08%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.11%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.40%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.75%	98.75%

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: 11294269
• NPASS: NPC313148
• LOTUS: LTS0242510
• wikiData: Q105246492