Cannabistilbene II

Details

• Internal ID: 1bc3ce5a-771f-442d-ae3f-65d3449dd8be
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-[(E)-2-(5-hydroxy-3-methoxycyclohexa-2,4-dien-1-yl)ethenyl]-2,6-dimethoxyphenol
• InChI: InChI=1S/C17H20O5/c1-20-14-9-11(8-13(18)10-14)4-5-12-6-7-15(21-2)16(19)17(12)22-3/h4-7,9-11,18-19H,8H2,1-3H3/b5-4+
• InChI Key: LIAAUPRCZCWDAE-SNAWJCMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 91865-42-8
• 3-[(E)-2-(5-hydroxy-3-methoxycyclohexa-2,4-dien-1-yl)ethenyl]-2,6-dimethoxyphenol
• 2',3-Dihydroxy-3',4',5-trimethoxydihydrostilbene
• 3,3'-Dihydroxy-2',4',5-trimethoxydihydrostilbene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.7920	79.20%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7019	70.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5789	57.89%
P-glycoprotein inhibitior	-	0.7344	73.44%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.5537	55.37%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7689	76.89%
CYP3A4 inhibition	-	0.6616	66.16%
CYP2C9 inhibition	-	0.8673	86.73%
CYP2C19 inhibition	+	0.5886	58.86%
CYP2D6 inhibition	-	0.8004	80.04%
CYP1A2 inhibition	+	0.6942	69.42%
CYP2C8 inhibition	+	0.5529	55.29%
CYP inhibitory promiscuity	+	0.6078	60.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8079	80.79%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.6582	65.82%
Skin irritation	-	0.7092	70.92%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4839	48.39%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5908	59.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7171	71.71%
Acute Oral Toxicity (c)	III	0.5290	52.90%
Estrogen receptor binding	+	0.8664	86.64%
Androgen receptor binding	-	0.5489	54.89%
Thyroid receptor binding	+	0.7942	79.42%
Glucocorticoid receptor binding	+	0.6394	63.94%
Aromatase binding	+	0.7927	79.27%
PPAR gamma	+	0.5921	59.21%
Honey bee toxicity	-	0.8938	89.38%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9011	90.11%

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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.97%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.01%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.64%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.11%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.08%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.11%	98.95%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 6439895
• LOTUS: LTS0057496
• wikiData: Q105152081