2-[3,5-dihydroxy-2,6-bis(3-methylbut-2-enyl)phenyl]-7-[(2R)-3-methylbut-3-en-2-yl]-1-benzofuran-4,6-diol

Details

• Internal ID: 0670402c-bee9-49e7-af64-0c39ae563afb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[3,5-dihydroxy-2,6-bis(3-methylbut-2-enyl)phenyl]-7-[(2R)-3-methylbut-3-en-2-yl]-1-benzofuran-4,6-diol
• SMILES (Canonical): CC(C1=C(C=C(C2=C1OC(=C2)C3=C(C(=CC(=C3CC=C(C)C)O)O)CC=C(C)C)O)O)C(=C)C
• SMILES (Isomeric): C[C@@H](C1=C(C=C(C2=C1OC(=C2)C3=C(C(=CC(=C3CC=C(C)C)O)O)CC=C(C)C)O)O)C(=C)C
• InChI: InChI=1S/C29H34O5/c1-15(2)8-10-19-22(30)13-23(31)20(11-9-16(3)4)28(19)26-12-21-24(32)14-25(33)27(29(21)34-26)18(7)17(5)6/h8-9,12-14,18,30-33H,5,10-11H2,1-4,6-7H3/t18-/m1/s1
• InChI Key: FXYWXNUFDCZTIM-GOSISDBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₅
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.24062418 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.62
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.5879	58.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	+	0.5812	58.12%
OATP1B1 inhibitior	+	0.8005	80.05%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8956	89.56%
P-glycoprotein inhibitior	+	0.6377	63.77%
P-glycoprotein substrate	-	0.6840	68.40%
CYP3A4 substrate	+	0.5118	51.18%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	+	0.3730	37.30%
CYP3A4 inhibition	-	0.6579	65.79%
CYP2C9 inhibition	+	0.8283	82.83%
CYP2C19 inhibition	+	0.8444	84.44%
CYP2D6 inhibition	-	0.7968	79.68%
CYP1A2 inhibition	+	0.8426	84.26%
CYP2C8 inhibition	-	0.6134	61.34%
CYP inhibitory promiscuity	+	0.9679	96.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.6685	66.85%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9041	90.41%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8238	82.38%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6995	69.95%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	III	0.5545	55.45%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	+	0.7980	79.80%
Thyroid receptor binding	+	0.7754	77.54%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.6805	68.05%
PPAR gamma	+	0.8359	83.59%
Honey bee toxicity	-	0.8133	81.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.41%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	95.15%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.22%	83.82%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.74%	83.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.66%	91.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.57%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.70%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.49%	99.17%

Plants that contains it

• Artocarpus petelotii

Cross-Links

• PubChem: 162938644
• LOTUS: LTS0021747
• wikiData: Q105004366