(2R,3E,7Z,11E)-2-methoxy-4,8,12-trimethylbicyclo[12.2.2]octadeca-1(17),3,7,11,14(18),15-hexaene-15,17-diol

Details

• Internal ID: f8806902-0fc3-4ad7-b5f7-2db6e59d1765
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (2R,3E,7Z,11E)-2-methoxy-4,8,12-trimethylbicyclo[12.2.2]octadeca-1(17),3,7,11,14(18),15-hexaene-15,17-diol
• SMILES (Canonical): CC1=CCCC(=CC(C2=C(C=C(CC(=CCC1)C)C(=C2)O)O)OC)C
• SMILES (Isomeric): C/C/1=C/CC/C(=C/[C@H](C2=C(C=C(C/C(=C/CC1)/C)C(=C2)O)O)OC)/C
• InChI: InChI=1S/C22H30O3/c1-15-7-5-9-16(2)11-18-13-21(24)19(14-20(18)23)22(25-4)12-17(3)10-6-8-15/h8-9,12-14,22-24H,5-7,10-11H2,1-4H3/b15-8-,16-9+,17-12+/t22-/m1/s1
• InChI Key: ZHZZOPYJIJGANS-RIVLGBQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₃
• Molecular Weight: 342.50 g/mol
• Exact Mass: 342.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7780	77.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7770	77.70%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7533	75.33%
P-glycoprotein inhibitior	-	0.4856	48.56%
P-glycoprotein substrate	-	0.8315	83.15%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.6575	65.75%
CYP3A4 inhibition	-	0.5233	52.33%
CYP2C9 inhibition	-	0.6591	65.91%
CYP2C19 inhibition	+	0.5375	53.75%
CYP2D6 inhibition	-	0.8325	83.25%
CYP1A2 inhibition	+	0.8153	81.53%
CYP2C8 inhibition	+	0.5577	55.77%
CYP inhibitory promiscuity	-	0.6270	62.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7798	77.98%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9676	96.76%
Eye irritation	-	0.8786	87.86%
Skin irritation	-	0.6403	64.03%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7806	78.06%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.6028	60.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8187	81.87%
Acute Oral Toxicity (c)	III	0.5238	52.38%
Estrogen receptor binding	+	0.7111	71.11%
Androgen receptor binding	-	0.5997	59.97%
Thyroid receptor binding	+	0.7796	77.96%
Glucocorticoid receptor binding	+	0.6766	67.66%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.8080	80.80%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.17%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	90.57%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.94%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.48%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.95%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.00%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.58%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162866669
• LOTUS: LTS0208599
• wikiData: Q105376204