(2R,3R,10R,11R)-3,11-bis(3,4-dihydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.12,5.013,17.09,18]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol

Details

• Internal ID: e4da4465-dbe4-477a-9af1-e07099b95b36
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R,10R,11R)-3,11-bis(3,4-dihydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.12,5.013,17.09,18]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol
• InChI: InChI=1S/C28H20O8/c29-13-7-15-24-22(10-13)36-28(12-2-4-18(32)20(34)6-12)26(24)16-8-14(30)9-21-23(16)25(15)27(35-21)11-1-3-17(31)19(33)5-11/h1-10,25-34H/t25-,26-,27+,28+/m1/s1
• InChI Key: PKEVBTFRDVTGPT-VIJSPRBVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₀O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.11581759 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	+	0.5693	56.93%
OATP1B1 inhibitior	+	0.9503	95.03%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7250	72.50%
P-glycoprotein inhibitior	+	0.5976	59.76%
P-glycoprotein substrate	-	0.9776	97.76%
CYP3A4 substrate	-	0.5868	58.68%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	+	0.4370	43.70%
CYP3A4 inhibition	-	0.7800	78.00%
CYP2C9 inhibition	+	0.8557	85.57%
CYP2C19 inhibition	+	0.5291	52.91%
CYP2D6 inhibition	-	0.8295	82.95%
CYP1A2 inhibition	+	0.8778	87.78%
CYP2C8 inhibition	+	0.5775	57.75%
CYP inhibitory promiscuity	+	0.7487	74.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Warning	0.4262	42.62%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.5404	54.04%
Skin irritation	+	0.5355	53.55%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7840	78.40%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6698	66.98%
skin sensitisation	-	0.7369	73.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6400	64.00%
Acute Oral Toxicity (c)	II	0.4340	43.40%
Estrogen receptor binding	+	0.7526	75.26%
Androgen receptor binding	+	0.7792	77.92%
Thyroid receptor binding	+	0.6993	69.93%
Glucocorticoid receptor binding	+	0.7132	71.32%
Aromatase binding	+	0.5513	55.13%
PPAR gamma	+	0.7717	77.17%
Honey bee toxicity	-	0.8478	84.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	98.79%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.17%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.32%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.20%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%
CHEMBL3194	P02766	Transthyretin	80.17%	90.71%

Plants that contains it

• Picea jezoensis subsp. jezoensis

Cross-Links

• PubChem: 163005273
• LOTUS: LTS0004995
• wikiData: Q105210383