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

Details

• Internal ID: 5663ada4-547f-4077-96ea-500a485ffcce
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 2-prenylated flavans > 2-prenylated flavanones
• IUPAC Name: (2S)-2-[2-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,4-dimethoxyphenyl]-5-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=CC(=C1OC)OC)C2CC(=O)C3=C(C(=C(C=C3O2)OC)CC=C(C)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C=CC(=C1OC)OC)[C@@H]2CC(=O)C3=C(C(=C(C=C3O2)OC)CC=C(C)C)O)/C)C
• InChI: InChI=1S/C33H42O6/c1-20(2)10-9-11-22(5)13-15-24-23(16-17-27(36-6)33(24)38-8)29-18-26(34)31-30(39-29)19-28(37-7)25(32(31)35)14-12-21(3)4/h10,12-13,16-17,19,29,35H,9,11,14-15,18H2,1-8H3/b22-13+/t29-/m0/s1
• InChI Key: CLFBWSAWMMKPPY-IODSTIJBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₆
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.29813906 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.87
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• SCHEMBL8467487

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.5823	58.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7824	78.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.8570	85.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9933	99.33%
P-glycoprotein inhibitior	+	0.9213	92.13%
P-glycoprotein substrate	-	0.6044	60.44%
CYP3A4 substrate	+	0.6497	64.97%
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	+	0.6481	64.81%
CYP inhibitory promiscuity	+	0.5755	57.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7550	75.50%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8888	88.88%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8459	84.59%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7775	77.75%
Acute Oral Toxicity (c)	III	0.4044	40.44%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	+	0.6493	64.93%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	+	0.5964	59.64%
PPAR gamma	+	0.7778	77.78%
Honey bee toxicity	-	0.7694	76.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.31%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.71%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.31%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.89%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.78%	96.12%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.48%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.14%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.48%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.55%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.18%	92.62%

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: 11466771
• NPASS: NPC299436
• LOTUS: LTS0183970
• wikiData: Q104963319