2,14-Dioxapentacyclo[20.2.2.210,13.13,7.115,19]triaconta-1(24),3,5,7(30),10,12,15,17,19(27),22,25,28-dodecaene-4,12-diol

Details

• Internal ID: c8857cf8-25a6-4e5b-9c93-2e1017d54a5f
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2,14-dioxapentacyclo[20.2.2.210,13.13,7.115,19]triaconta-1(24),3,5,7(30),10,12,15,17,19(27),22,25,28-dodecaene-4,12-diol
• SMILES (Canonical): C1CC2=CC(=CC=C2)OC3=C(C=C(CCC4=CC(=C(C=C4)O)OC5=CC=C1C=C5)C=C3)O
• SMILES (Isomeric): C1CC2=CC(=CC=C2)OC3=C(C=C(CCC4=CC(=C(C=C4)O)OC5=CC=C1C=C5)C=C3)O
• InChI: InChI=1S/C28H24O4/c29-25-14-10-22-7-6-21-11-15-27(26(30)17-21)32-24-3-1-2-20(16-24)5-4-19-8-12-23(13-9-19)31-28(25)18-22/h1-3,8-18,29-30H,4-7H2
• InChI Key: UJIJNWKXNAZKOA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₄
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.16745924 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9018	90.18%
Caco-2	-	0.8142	81.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8856	88.56%
P-glycoprotein inhibitior	+	0.8732	87.32%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.5557	55.57%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	+	0.3485	34.85%
CYP3A4 inhibition	-	0.8905	89.05%
CYP2C9 inhibition	+	0.6930	69.30%
CYP2C19 inhibition	+	0.5371	53.71%
CYP2D6 inhibition	-	0.8621	86.21%
CYP1A2 inhibition	+	0.7493	74.93%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.5566	55.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4835	48.35%
Eye corrosion	-	0.9664	96.64%
Eye irritation	+	0.6935	69.35%
Skin irritation	+	0.5199	51.99%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7576	75.76%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6508	65.08%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5867	58.67%
Acute Oral Toxicity (c)	III	0.7388	73.88%
Estrogen receptor binding	+	0.9139	91.39%
Androgen receptor binding	+	0.8618	86.18%
Thyroid receptor binding	+	0.6443	64.43%
Glucocorticoid receptor binding	+	0.7339	73.39%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.8667	86.67%
Honey bee toxicity	-	0.9323	93.23%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7642	76.42%

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	98.13%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.17%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.75%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.26%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.74%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.05%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.46%	96.09%

Plants that contains it

• Asterella angusta
• Riccardia multifida

Cross-Links

• PubChem: 14016887
• LOTUS: LTS0113078
• wikiData: Q104397450