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

Details

• Internal ID: 2b627acb-0ccf-48f0-9600-2e307daa26e8
• 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-hydroxy-4-methoxyphenyl]-5-hydroxy-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=CC(=C1O)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(=C1O)OC)[C@@H]2CC(=O)C3=C(C(=C(C=C3O2)OC)CC=C(C)C)O)/C)C
• InChI: InChI=1S/C32H40O6/c1-19(2)9-8-10-21(5)12-14-23-22(15-16-26(36-6)31(23)34)28-17-25(33)30-29(38-28)18-27(37-7)24(32(30)35)13-11-20(3)4/h9,11-12,15-16,18,28,34-35H,8,10,13-14,17H2,1-7H3/b21-12+/t28-/m0/s1
• InChI Key: XZRKREBZFMXPOX-ODVIPSCOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₆
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.28248899 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.57
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.6139	61.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7855	78.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.8673	86.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9868	98.68%
P-glycoprotein inhibitior	+	0.8759	87.59%
P-glycoprotein substrate	-	0.5770	57.70%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6719	67.19%
CYP2C9 inhibition	-	0.5205	52.05%
CYP2C19 inhibition	+	0.6916	69.16%
CYP2D6 inhibition	-	0.7396	73.96%
CYP1A2 inhibition	+	0.8250	82.50%
CYP2C8 inhibition	+	0.6294	62.94%
CYP inhibitory promiscuity	+	0.6349	63.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7474	74.74%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8794	87.94%
Skin irritation	-	0.7876	78.76%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7294	72.94%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8437	84.37%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6642	66.42%
Acute Oral Toxicity (c)	III	0.3469	34.69%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.8577	85.77%
Aromatase binding	+	0.6058	60.58%
PPAR gamma	+	0.7982	79.82%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	98.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.84%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.57%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.56%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.52%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.29%	92.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.09%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.25%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.56%	83.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.01%	96.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.86%	98.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.79%	97.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.10%	92.68%

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: 11375844
• NPASS: NPC201800
• LOTUS: LTS0256849
• wikiData: Q105345123