19-Methoxy-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3,5,7(29),10(15),11,13,16,18,20,24,27-dodecaene-4,12,18-triol

Details

• Internal ID: 0bf1fb97-8275-4de4-ab24-e82155a7b34c
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 19-methoxy-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3,5,7(29),10(15),11,13,16,18,20,24,27-dodecaene-4,12,18-triol
• SMILES (Canonical): COC1=C(C=C2C(=C1)CCC3=CC=C(C=C3)OC4=C(C=CC(=C4)CCC5=C2C=CC(=C5)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)CCC3=CC=C(C=C3)OC4=C(C=CC(=C4)CCC5=C2C=CC(=C5)O)O)O
• InChI: InChI=1S/C29H26O5/c1-33-28-16-21-7-2-18-4-10-23(11-5-18)34-29-14-19(6-13-26(29)31)3-8-20-15-22(30)9-12-24(20)25(21)17-27(28)32/h4-6,9-17,30-32H,2-3,7-8H2,1H3
• InChI Key: ILBRELFGIFQXDS-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	+	0.9105	91.05%
Caco-2	-	0.6790	67.90%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8088	80.88%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9760	97.60%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9403	94.03%
P-glycoprotein inhibitior	+	0.9184	91.84%
P-glycoprotein substrate	-	0.6456	64.56%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	+	0.4929	49.29%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	+	0.7163	71.63%
CYP2C19 inhibition	+	0.8029	80.29%
CYP2D6 inhibition	-	0.8200	82.00%
CYP1A2 inhibition	+	0.8948	89.48%
CYP2C8 inhibition	+	0.7180	71.80%
CYP inhibitory promiscuity	+	0.6585	65.85%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4598	45.98%
Eye corrosion	-	0.9627	96.27%
Eye irritation	-	0.6506	65.06%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8843	88.43%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5744	57.44%
Acute Oral Toxicity (c)	III	0.7091	70.91%
Estrogen receptor binding	+	0.8798	87.98%
Androgen receptor binding	+	0.8729	87.29%
Thyroid receptor binding	+	0.5829	58.29%
Glucocorticoid receptor binding	+	0.7524	75.24%
Aromatase binding	+	0.5513	55.13%
PPAR gamma	+	0.8031	80.31%
Honey bee toxicity	-	0.8735	87.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6351	63.51%
Fish aquatic toxicity	+	0.8064	80.64%

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	98.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.99%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	91.90%	98.35%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.47%	82.67%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.97%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.16%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.94%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.06%	94.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.12%	91.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.99%	92.94%
CHEMBL2535	P11166	Glucose transporter	85.15%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.71%	99.15%
CHEMBL3194	P02766	Transthyretin	84.51%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.66%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.66%	95.78%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	82.02%	95.69%
CHEMBL2056	P21728	Dopamine D1 receptor	81.78%	91.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.44%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.42%	89.50%

Plants that contains it

• Plagiochila sciophila

Cross-Links

• PubChem: 45377366
• LOTUS: LTS0244173
• wikiData: Q105115076