5,9,11-Trihydroxy-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: 969626ce-33a9-445a-8b5d-76996c364cd3
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans
• IUPAC Name: 5,9,11-trihydroxy-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): C1C2C3C(C4=C(C=C(C=C4)O)C5=C3C(=C(C=C5O)O)C1=O)OC6=CC=CC=C26
• SMILES (Isomeric): C1C2C3C(C4=C(C=C(C=C4)O)C5=C3C(=C(C=C5O)O)C1=O)OC6=CC=CC=C26
• InChI: InChI=1S/C23H16O5/c24-10-5-6-12-13(7-10)19-16(26)9-17(27)21-15(25)8-14-11-3-1-2-4-18(11)28-23(12)20(14)22(19)21/h1-7,9,14,20,23-24,26-27H,8H2
• InChI Key: QPKCEEFQPFTYIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₆O₅
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9282	92.82%
Caco-2	-	0.7988	79.88%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.5831	58.31%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7285	72.85%
P-glycoprotein inhibitior	-	0.7478	74.78%
P-glycoprotein substrate	-	0.6647	66.47%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7571	75.71%
CYP3A4 inhibition	+	0.8368	83.68%
CYP2C9 inhibition	+	0.7880	78.80%
CYP2C19 inhibition	+	0.8295	82.95%
CYP2D6 inhibition	-	0.6740	67.40%
CYP1A2 inhibition	+	0.9435	94.35%
CYP2C8 inhibition	+	0.5764	57.64%
CYP inhibitory promiscuity	+	0.5592	55.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.7662	76.62%
Skin irritation	+	0.5451	54.51%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5074	50.74%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7053	70.53%
Acute Oral Toxicity (c)	III	0.4034	40.34%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7848	78.48%
Thyroid receptor binding	+	0.5978	59.78%
Glucocorticoid receptor binding	+	0.7759	77.59%
Aromatase binding	-	0.5506	55.06%
PPAR gamma	+	0.8749	87.49%
Honey bee toxicity	-	0.8166	81.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7144	71.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.05%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.58%	97.09%
CHEMBL2535	P11166	Glucose transporter	87.79%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.05%	99.15%
CHEMBL240	Q12809	HERG	85.09%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.35%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.44%	93.40%

Plants that contains it

• Polytrichum commune

Cross-Links

• PubChem: 56670790
• LOTUS: LTS0160246
• wikiData: Q105225445