19-Methoxy-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3(29),4,6,10(15),11,13,16(21),17,19,24,27-dodecaene-4,5,12-triol

Details

• Internal ID: ede9bfe2-2adb-4b09-a066-882d1398d5f1
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 19-methoxy-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3(29),4,6,10(15),11,13,16(21),17,19,24,27-dodecaene-4,5,12-triol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=C(CCC4=CC(=C(C(=C4)OC5=CC=C(CC2)C=C5)O)O)C=C(C=C3)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=C(CCC4=CC(=C(C(=C4)OC5=CC=C(CC2)C=C5)O)O)C=C(C=C3)O
• InChI: InChI=1S/C29H26O5/c1-33-24-11-13-26-21(17-24)6-2-18-4-9-23(10-5-18)34-28-15-19(14-27(31)29(28)32)3-7-20-16-22(30)8-12-25(20)26/h4-5,8-17,30-32H,2-3,6-7H2,1H3
• InChI Key: DIFRTVHCVYURSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₅
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.17802393 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8276	82.76%
Caco-2	-	0.7202	72.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9905	99.05%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9182	91.82%
P-glycoprotein inhibitior	+	0.9153	91.53%
P-glycoprotein substrate	-	0.6774	67.74%
CYP3A4 substrate	+	0.6186	61.86%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	+	0.4386	43.86%
CYP3A4 inhibition	-	0.8971	89.71%
CYP2C9 inhibition	-	0.5932	59.32%
CYP2C19 inhibition	+	0.5340	53.40%
CYP2D6 inhibition	-	0.8766	87.66%
CYP1A2 inhibition	+	0.8779	87.79%
CYP2C8 inhibition	+	0.6445	64.45%
CYP inhibitory promiscuity	-	0.5456	54.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4939	49.39%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.6643	66.43%
Skin irritation	-	0.6010	60.10%
Skin corrosion	-	0.8730	87.30%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8984	89.84%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6419	64.19%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.6441	64.41%
Estrogen receptor binding	+	0.8822	88.22%
Androgen receptor binding	+	0.9033	90.33%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.7620	76.20%
Aromatase binding	+	0.5863	58.63%
PPAR gamma	+	0.8359	83.59%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8151	81.51%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.48%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	92.95%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.60%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.18%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.62%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.89%	99.15%
CHEMBL2056	P21728	Dopamine D1 receptor	88.14%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.94%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.60%	91.79%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.02%	93.10%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	81.89%	97.90%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.76%	82.67%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.70%	97.53%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.35%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.30%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.10%	86.92%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.01%	93.40%

Plants that contains it

• Plagiochila sciophila

Cross-Links

• PubChem: 10917428
• LOTUS: LTS0012621
• wikiData: Q104981263