2-Oxatricyclo[20.2.2.13,7]heptacosa-1(24),3(27),4,6,13,22,25-heptaene-5,24,25-triol

Details

• Internal ID: b1863f03-6f7e-495f-b9cc-0534fd9d3bab
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2-oxatricyclo[20.2.2.13,7]heptacosa-1(24),3(27),4,6,13,22,25-heptaene-5,24,25-triol
• SMILES (Canonical): C1CCCC=CCCCCCC2=CC(=CC(=C2)OC3=C(C=C(CCC1)C=C3O)O)O
• SMILES (Isomeric): C1CCCC=CCCCCCC2=CC(=CC(=C2)OC3=C(C=C(CCC1)C=C3O)O)O
• InChI: InChI=1S/C26H34O4/c27-22-15-20-13-11-9-7-5-3-1-2-4-6-8-10-12-14-21-17-24(28)26(25(29)18-21)30-23(16-20)19-22/h1,3,15-19,27-29H,2,4-14H2
• InChI Key: LWPGCSYZHNHGJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₄
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.24570956 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8841	88.41%
Caco-2	-	0.7375	73.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5845	58.45%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9496	94.96%
P-glycoprotein inhibitior	+	0.8225	82.25%
P-glycoprotein substrate	-	0.9432	94.32%
CYP3A4 substrate	-	0.6006	60.06%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.6895	68.95%
CYP3A4 inhibition	+	0.5673	56.73%
CYP2C9 inhibition	+	0.6261	62.61%
CYP2C19 inhibition	+	0.5104	51.04%
CYP2D6 inhibition	-	0.8494	84.94%
CYP1A2 inhibition	+	0.7862	78.62%
CYP2C8 inhibition	+	0.4463	44.63%
CYP inhibitory promiscuity	+	0.6814	68.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9708	97.08%
Eye irritation	+	0.7414	74.14%
Skin irritation	-	0.5683	56.83%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7872	78.72%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.6328	63.28%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7812	78.12%
Acute Oral Toxicity (c)	III	0.6696	66.96%
Estrogen receptor binding	+	0.9123	91.23%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.5895	58.95%
Aromatase binding	+	0.7419	74.19%
PPAR gamma	+	0.8480	84.80%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	98.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.74%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.45%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.95%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.80%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.80%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.60%	83.57%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 163009448
• LOTUS: LTS0249229
• wikiData: Q105158483