(23S)-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,17,23-tetrol

Details

• Internal ID: b9677f03-8f9a-4efa-9c0a-77df17a1abc4
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (23S)-2,15-dioxapentacyclo[22.2.2.13,7.110,14.016,21]triaconta-1(26),3(30),4,6,10(29),11,13,16(21),17,19,24,27-dodecaene-4,5,17,23-tetrol
• InChI: InChI=1S/C28H24O6/c29-23-6-2-4-20-16-24(30)19-9-11-21(12-10-19)33-26-15-18(14-25(31)27(26)32)8-7-17-3-1-5-22(13-17)34-28(20)23/h1-6,9-15,24,29-32H,7-8,16H2/t24-/m0/s1
• InChI Key: QBIZUKZOKBDSKL-DEOSSOPVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₆
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.15728848 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.76
• 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	+	0.8215	82.15%
Caco-2	-	0.7915	79.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7053	70.53%
OATP2B1 inhibitior	-	0.5777	57.77%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8445	84.45%
P-glycoprotein inhibitior	+	0.8461	84.61%
P-glycoprotein substrate	-	0.6442	64.42%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	+	0.3705	37.05%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.7451	74.51%
CYP2C19 inhibition	-	0.8279	82.79%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.5730	57.30%
CYP2C8 inhibition	+	0.5980	59.80%
CYP inhibitory promiscuity	-	0.8916	89.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.6235	62.35%
Skin irritation	-	0.5553	55.53%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7724	77.24%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6140	61.40%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9056	90.56%
Acute Oral Toxicity (c)	III	0.5970	59.70%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.7949	79.49%
Thyroid receptor binding	+	0.6261	62.61%
Glucocorticoid receptor binding	+	0.6126	61.26%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.8263	82.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6611	66.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.13%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL233	P35372	Mu opioid receptor	91.26%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	89.91%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL236	P41143	Delta opioid receptor	88.07%	99.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.20%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.94%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.91%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.76%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.04%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.25%	100.00%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	82.84%	97.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.61%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.01%	85.11%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	80.51%	96.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 163065658
• LOTUS: LTS0273790
• wikiData: Q105217834