6,9,11,14-Tetrahydroxy-22-oxahexacyclo[10.10.2.02,7.08,24.015,23.016,21]tetracosa-2(7),3,5,8(24),9,11,16,18,20-nonaen-13-one

Details

• Internal ID: 9e2ad47b-7e3a-4fad-b271-0631aa3db9b6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans
• IUPAC Name: 6,9,11,14-tetrahydroxy-22-oxahexacyclo[10.10.2.02,7.08,24.015,23.016,21]tetracosa-2(7),3,5,8(24),9,11,16,18,20-nonaen-13-one
• SMILES (Canonical): C1=CC=C2C(=C1)C3C4C(O2)C5=C(C(=CC=C5)O)C6=C4C(=C(C=C6O)O)C(=O)C3O
• SMILES (Isomeric): C1=CC=C2C(=C1)C3C4C(O2)C5=C(C(=CC=C5)O)C6=C4C(=C(C=C6O)O)C(=O)C3O
• InChI: InChI=1S/C23H16O6/c24-11-6-3-5-10-15(11)17-12(25)8-13(26)18-19(17)20-16(21(27)22(18)28)9-4-1-2-7-14(9)29-23(10)20/h1-8,16,20-21,23-27H
• InChI Key: JFOHOILWNMBZGW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₆O₆
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9347	93.47%
Caco-2	-	0.9301	93.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5257	52.57%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	-	0.2877	28.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7064	70.64%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.8064	80.64%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	+	0.6143	61.43%
CYP2C9 inhibition	+	0.6295	62.95%
CYP2C19 inhibition	-	0.5234	52.34%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	+	0.9553	95.53%
CYP2C8 inhibition	-	0.6557	65.57%
CYP inhibitory promiscuity	+	0.6318	63.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6933	69.33%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.7767	77.67%
Skin irritation	+	0.6942	69.42%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6100	61.00%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6375	63.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6971	69.71%
Acute Oral Toxicity (c)	II	0.4479	44.79%
Estrogen receptor binding	+	0.5269	52.69%
Androgen receptor binding	+	0.6509	65.09%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.7092	70.92%
Aromatase binding	-	0.6123	61.23%
PPAR gamma	+	0.8027	80.27%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8667	86.67%

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	97.24%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.41%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.81%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.84%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.71%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.58%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.18%	99.15%

Plants that contains it

• Polytrichastrum alpinum

Cross-Links

• PubChem: 162888855
• LOTUS: LTS0188906
• wikiData: Q105126787