5H-Dibenzo[a,c]cycloheptene-2,10-diol, 3,8,9-trimethoxy-

Details

• Internal ID: 3d47e3e7-de10-4a34-8d0b-c1f72ae7ac96
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 5,6,13-trimethoxytricyclo[9.4.0.02,7]pentadeca-1(15),2,4,6,8,11,13-heptaene-4,14-diol
• InChI: InChI=1S/C18H18O5/c1-21-16-7-10-5-4-6-11-13(12(10)8-14(16)19)9-15(20)18(23-3)17(11)22-2/h4,6-9,19-20H,5H2,1-3H3
• InChI Key: JNKXHKCNCXJVML-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5H-Dibenzo[a,c]cycloheptene-2,10-diol, 3,8,9-trimethoxy-
• 3,4,9-trimethoxy-7H-dibenzo[[?],[?]][7]annulene-2,10-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.8408	84.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5625	56.25%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5768	57.68%
P-glycoprotein inhibitior	-	0.8413	84.13%
P-glycoprotein substrate	-	0.8165	81.65%
CYP3A4 substrate	+	0.5468	54.68%
CYP2C9 substrate	+	0.5617	56.17%
CYP2D6 substrate	+	0.4451	44.51%
CYP3A4 inhibition	+	0.5564	55.64%
CYP2C9 inhibition	-	0.7914	79.14%
CYP2C19 inhibition	+	0.5352	53.52%
CYP2D6 inhibition	-	0.7842	78.42%
CYP1A2 inhibition	+	0.8247	82.47%
CYP2C8 inhibition	-	0.7254	72.54%
CYP inhibitory promiscuity	+	0.6990	69.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.5027	50.27%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.8315	83.15%
Skin irritation	-	0.6882	68.82%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5458	54.58%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.7855	78.55%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6976	69.76%
Acute Oral Toxicity (c)	II	0.4194	41.94%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	-	0.5245	52.45%
Thyroid receptor binding	+	0.7790	77.90%
Glucocorticoid receptor binding	+	0.8248	82.48%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.5586	55.86%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	+	0.9843	98.43%

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	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.49%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.21%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.04%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.21%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.52%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.66%	92.94%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.80%	91.79%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.22%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	81.07%	95.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.03%	91.07%

Plants that contains it

• Dendrolobium lanceolatum

Cross-Links

• PubChem: 3012488
• LOTUS: LTS0225271
• wikiData: Q105131983