(10Z)-3,11,17-trimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),10,14(18),15-heptaen-9-one

Details

• Internal ID: d6a7586d-0d75-427c-97f1-4816680f6155
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: (10Z)-3,11,17-trimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),10,14(18),15-heptaen-9-one
• SMILES (Canonical): COC1=CC(=O)CCC2=CC(=C(C=C2)OC)C3=C(C=CC(=C3)CC1)OC
• SMILES (Isomeric): CO/C/1=C\C(=O)CCC2=CC(=C(C=C2)OC)C3=C(C=CC(=C3)CC1)OC
• InChI: InChI=1S/C22H24O4/c1-24-18-9-5-16-7-11-22(26-3)20(13-16)19-12-15(4-8-17(23)14-18)6-10-21(19)25-2/h6-7,10-14H,4-5,8-9H2,1-3H3/b18-14-
• InChI Key: QJBVTYDBFPKXMZ-JXAWBTAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9519	95.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7525	75.25%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9735	97.35%
P-glycoprotein inhibitior	+	0.8252	82.52%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7729	77.29%
CYP3A4 inhibition	-	0.5791	57.91%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	+	0.5114	51.14%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	+	0.8646	86.46%
CYP2C8 inhibition	-	0.8460	84.60%
CYP inhibitory promiscuity	+	0.6058	60.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8485	84.85%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.7260	72.60%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7295	72.95%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5335	53.35%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.4897	48.97%
Estrogen receptor binding	+	0.8353	83.53%
Androgen receptor binding	+	0.7687	76.87%
Thyroid receptor binding	+	0.7053	70.53%
Glucocorticoid receptor binding	+	0.8276	82.76%
Aromatase binding	-	0.5601	56.01%
PPAR gamma	+	0.7442	74.42%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.15%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.63%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.55%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	85.29%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.21%	94.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.39%	92.38%

Plants that contains it

• Garuga pinnata

Cross-Links

• PubChem: 101426348
• LOTUS: LTS0066322
• wikiData: Q105222534