(1R,8S,9S,16R)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,9,12-triol

Details

• Internal ID: 5f43c6d6-a8f4-4531-aac3-f08f3bbeedb9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1R,8S,9S,16R)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,9,12-triol
• InChI: InChI=1S/C28H22O6/c29-16-5-1-14(2-6-16)24-20-10-9-18(31)11-21(20)26-25-22(27(24)33)12-19(32)13-23(25)34-28(26)15-3-7-17(30)8-4-15/h1-13,24,26-33H/t24-,26+,27+,28-/m0/s1
• InChI Key: PFSYEVXKEQDDME-VWEWBFCZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₆
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.14163842 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	+	0.5667	56.67%
OATP1B1 inhibitior	+	0.7041	70.41%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7935	79.35%
P-glycoprotein inhibitior	-	0.5553	55.53%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7788	77.88%
CYP2C9 inhibition	+	0.9066	90.66%
CYP2C19 inhibition	+	0.8522	85.22%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	+	0.8560	85.60%
CYP2C8 inhibition	+	0.6018	60.18%
CYP inhibitory promiscuity	+	0.8753	87.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Warning	0.3989	39.89%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.7015	70.15%
Skin irritation	+	0.5516	55.16%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6853	68.53%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5752	57.52%
Acute Oral Toxicity (c)	II	0.4056	40.56%
Estrogen receptor binding	+	0.6191	61.91%
Androgen receptor binding	+	0.7861	78.61%
Thyroid receptor binding	+	0.6916	69.16%
Glucocorticoid receptor binding	+	0.6291	62.91%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.7590	75.90%
Honey bee toxicity	-	0.8619	86.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9726	97.26%

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	96.36%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.20%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.73%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.51%	95.56%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.15%	96.42%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.95%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.32%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.88%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	81.10%	98.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163034346
• LOTUS: LTS0215104
• wikiData: Q105207964