11-Hydroxy-4,5,13,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-8-one

Details

• Internal ID: 83762981-d7ad-436a-af00-fb22b0d12f84
• Taxonomy: Lignans, neolignans and related compounds > Dibenzocyclooctadiene lignans
• IUPAC Name: 11-hydroxy-4,5,13,14,15-pentamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-8-one
• SMILES (Canonical): CC1C(C(=O)C2=CC(=C(C=C2C3=CC(=C(C(=C3C1O)OC)OC)OC)OC)OC)C
• SMILES (Isomeric): CC1C(C(=O)C2=CC(=C(C=C2C3=CC(=C(C(=C3C1O)OC)OC)OC)OC)OC)C
• InChI: InChI=1S/C23H28O7/c1-11-12(2)21(25)19-14(9-18(28-5)22(29-6)23(19)30-7)13-8-16(26-3)17(27-4)10-15(13)20(11)24/h8-12,21,25H,1-7H3
• InChI Key: BEUGPSCQTBNYDU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.8837	88.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8851	88.51%
P-glycoprotein inhibitior	+	0.6463	64.63%
P-glycoprotein substrate	-	0.7530	75.30%
CYP3A4 substrate	+	0.5409	54.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7143	71.43%
CYP3A4 inhibition	-	0.6290	62.90%
CYP2C9 inhibition	-	0.9658	96.58%
CYP2C19 inhibition	-	0.6807	68.07%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	+	0.9296	92.96%
CYP2C8 inhibition	-	0.8026	80.26%
CYP inhibitory promiscuity	-	0.6188	61.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.5301	53.01%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.8050	80.50%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9875	98.75%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5744	57.44%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9180	91.80%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	II	0.5249	52.49%
Estrogen receptor binding	+	0.8694	86.94%
Androgen receptor binding	+	0.5203	52.03%
Thyroid receptor binding	+	0.7785	77.85%
Glucocorticoid receptor binding	+	0.7248	72.48%
Aromatase binding	-	0.5798	57.98%
PPAR gamma	+	0.7202	72.02%
Honey bee toxicity	-	0.8689	86.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.9663	96.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.49%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.79%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.81%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.66%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.26%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 163035926
• LOTUS: LTS0238821
• wikiData: Q104933578