(1R,8R,9S,16S)-8,16-bis(4-hydroxyphenyl)-17-oxatetracyclo[7.6.2.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaene-4,6,12,14-tetrol

Details

• Internal ID: 4d54cc94-acc6-4529-a436-529483591585
• Taxonomy: Benzenoids > Dibenzocycloheptenes
• IUPAC Name: (1R,8R,9S,16S)-8,16-bis(4-hydroxyphenyl)-17-oxatetracyclo[7.6.2.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaene-4,6,12,14-tetrol
• InChI: InChI=1S/C28H22O7/c29-15-5-1-13(2-6-15)23-24-19(9-17(31)11-21(24)33)26-25-20(10-18(32)12-22(25)34)28(23)35-27(26)14-3-7-16(30)8-4-14/h1-12,23,26-34H/t23-,26-,27-,28-/m1/s1
• InChI Key: YKCHVJJKUGRDCM-NHMNHLDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₇
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.13655304 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 5.01
• H-Bond Acceptor: 7
• 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	+	0.9553	95.53%
Caco-2	-	0.8541	85.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6229	62.29%
OATP2B1 inhibitior	+	0.5752	57.52%
OATP1B1 inhibitior	+	0.7809	78.09%
OATP1B3 inhibitior	+	0.8854	88.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5642	56.42%
P-glycoprotein inhibitior	-	0.5784	57.84%
P-glycoprotein substrate	-	0.9220	92.20%
CYP3A4 substrate	-	0.5214	52.14%
CYP2C9 substrate	-	0.7739	77.39%
CYP2D6 substrate	+	0.4088	40.88%
CYP3A4 inhibition	+	0.8200	82.00%
CYP2C9 inhibition	+	0.7823	78.23%
CYP2C19 inhibition	+	0.8769	87.69%
CYP2D6 inhibition	-	0.8478	84.78%
CYP1A2 inhibition	+	0.8442	84.42%
CYP2C8 inhibition	+	0.7532	75.32%
CYP inhibitory promiscuity	+	0.7997	79.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.7285	72.85%
Skin irritation	+	0.5233	52.33%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6816	68.16%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6232	62.32%
Acute Oral Toxicity (c)	II	0.4729	47.29%
Estrogen receptor binding	+	0.6981	69.81%
Androgen receptor binding	+	0.8351	83.51%
Thyroid receptor binding	+	0.7007	70.07%
Glucocorticoid receptor binding	+	0.6786	67.86%
Aromatase binding	+	0.5481	54.81%
PPAR gamma	+	0.8475	84.75%
Honey bee toxicity	-	0.8973	89.73%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8447	84.47%

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	98.66%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.91%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.73%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.72%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.13%	93.99%
CHEMBL2039	P27338	Monoamine oxidase B	80.89%	92.51%
CHEMBL3194	P02766	Transthyretin	80.57%	90.71%
CHEMBL4530	P00488	Coagulation factor XIII	80.49%	96.00%

Plants that contains it

• Vatica albiramis

Cross-Links

• PubChem: 162915239
• LOTUS: LTS0029967
• wikiData: Q105349593