(1S)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,9(21),10,12,14,16,18-nonaene-5,15-diol

Details

• Internal ID: bf780b25-2d77-4f36-8259-eb4f3cbac4ea
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1S)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-17-(6-hydroxy-1-benzofuran-2-yl)-11-methyl-2,20-dioxapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-3(8),4,6,9(21),10,12,14,16,18-nonaene-5,15-diol
• SMILES (Canonical): CC1=CC2=C3C(=C1)C4=C(C=C(C=C4OC3(OC5=C2C=CC(=C5)O)C6=C(C(=C(C=C6)O)CC=C(C)C)O)C7=CC8=C(O7)C=C(C=C8)O)O
• SMILES (Isomeric): CC1=CC2=C3C(=C1)C4=C(C=C(C=C4O[C@]3(OC5=C2C=CC(=C5)O)C6=C(C(=C(C=C6)O)CC=C(C)C)O)C7=CC8=C(O7)C=C(C=C8)O)O
• InChI: InChI=1S/C39H30O8/c1-19(2)4-8-26-30(42)11-10-29(38(26)44)39-37-27(25-9-7-24(41)18-34(25)46-39)12-20(3)13-28(37)36-31(43)14-22(16-35(36)47-39)32-15-21-5-6-23(40)17-33(21)45-32/h4-7,9-18,40-44H,8H2,1-3H3/t39-/m1/s1
• InChI Key: HBBREQHKOYBPEC-LDLOPFEMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₀O₈
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.19406791 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 8.76
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.8307	83.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7139	71.39%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.7956	79.56%
OATP1B3 inhibitior	+	0.8545	85.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9745	97.45%
P-glycoprotein inhibitior	+	0.8349	83.49%
P-glycoprotein substrate	+	0.7384	73.84%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7122	71.22%
CYP3A4 inhibition	-	0.6260	62.60%
CYP2C9 inhibition	+	0.8498	84.98%
CYP2C19 inhibition	+	0.7686	76.86%
CYP2D6 inhibition	-	0.8527	85.27%
CYP1A2 inhibition	-	0.5100	51.00%
CYP2C8 inhibition	+	0.8840	88.40%
CYP inhibitory promiscuity	+	0.9053	90.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4694	46.94%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7834	78.34%
Skin irritation	-	0.7278	72.78%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8939	89.39%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5667	56.67%
skin sensitisation	-	0.7629	76.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.4941	49.41%
Estrogen receptor binding	+	0.9105	91.05%
Androgen receptor binding	+	0.8278	82.78%
Thyroid receptor binding	+	0.6949	69.49%
Glucocorticoid receptor binding	+	0.8586	85.86%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.8162	81.62%
Honey bee toxicity	-	0.7690	76.90%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	99.80%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.69%	99.15%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	95.47%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	95.35%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.90%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.07%	86.33%
CHEMBL240	Q12809	HERG	91.61%	89.76%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.31%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.04%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.85%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.50%	95.64%
CHEMBL4208	P20618	Proteasome component C5	89.08%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.49%	85.30%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.88%	91.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.68%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.99%	99.23%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.15%	90.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.37%	95.17%
CHEMBL242	Q92731	Estrogen receptor beta	84.22%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.20%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.01%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.40%	85.00%
CHEMBL1914	P06276	Butyrylcholinesterase	82.35%	95.00%
CHEMBL2337	P48067	Glycine transporter 1	81.73%	95.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.84%	95.78%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.38%	98.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.17%	90.93%

Plants that contains it

• Sorocea bonplandii

Cross-Links

• PubChem: 162983242
• LOTUS: LTS0106062
• wikiData: Q105025187