2,16-Dioxapentacyclo[23.2.2.13,7.010,15.017,22]triaconta-1(27),3,5,7(30),10,12,14,17(22),18,20,25,28-dodecaene-4,18-diol

Details

• Internal ID: 300f82f1-5337-4580-900c-d59ec10805c0
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2,16-dioxapentacyclo[23.2.2.13,7.010,15.017,22]triaconta-1(27),3,5,7(30),10,12,14,17(22),18,20,25,28-dodecaene-4,18-diol
• SMILES (Canonical): C1CC2=C(C(=CC=C2)O)OC3=CC=CC=C3CCC4=CC(=C(C=C4)O)OC5=CC=C1C=C5
• SMILES (Isomeric): C1CC2=C(C(=CC=C2)O)OC3=CC=CC=C3CCC4=CC(=C(C=C4)O)OC5=CC=C1C=C5
• InChI: InChI=1S/C28H24O4/c29-24-17-12-20-9-13-21-4-1-2-7-26(21)32-28-22(5-3-6-25(28)30)14-8-19-10-15-23(16-11-19)31-27(24)18-20/h1-7,10-12,15-18,29-30H,8-9,13-14H2
• InChI Key: IDWISGVDPGKJIL-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	-	0.7308	73.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8559	85.59%
P-glycoprotein inhibitior	+	0.8622	86.22%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.4139	41.39%
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	-	0.5861	58.61%
CYP inhibitory promiscuity	-	0.5566	55.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4835	48.35%
Eye corrosion	-	0.9664	96.64%
Eye irritation	+	0.6165	61.65%
Skin irritation	+	0.5199	51.99%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6508	65.08%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.7388	73.88%
Estrogen receptor binding	+	0.8957	89.57%
Androgen receptor binding	+	0.7981	79.81%
Thyroid receptor binding	+	0.6183	61.83%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.5754	57.54%
PPAR gamma	+	0.8722	87.22%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
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	99.22%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.25%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.33%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.39%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.86%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.95%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.67%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.28%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.89%	98.75%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 137636131
• LOTUS: LTS0033177
• wikiData: Q105111577