Hexacyclo[16.3.1.02,7.08,21.011,20.014,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14,16,18-undecaen-16-ol

Details

• Internal ID: 76e2332f-3439-497a-9ee8-1252600159ba
• Taxonomy: Benzenoids > Pyrenes
• IUPAC Name: hexacyclo[16.3.1.02,7.08,21.011,20.014,19]docosa-1(22),2,4,6,8(21),9,11(20),12,14,16,18-undecaen-16-ol
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C4C2=CC5=C6C4=C(C=CC6=CC(=C5)O)C=C3
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C4C2=CC5=C6C4=C(C=CC6=CC(=C5)O)C=C3
• InChI: InChI=1S/C22H12O/c23-15-9-13-6-5-12-7-8-18-16-3-1-2-4-17(16)19-11-14(10-15)20(13)21(12)22(18)19/h1-11,23H
• InChI Key: LPMUWEANWVEMCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₂O
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.088815002 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.94
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.6158	61.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5564	55.64%
OATP2B1 inhibitior	-	0.5851	58.51%
OATP1B1 inhibitior	+	0.8223	82.23%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7553	75.53%
P-glycoprotein inhibitior	-	0.8758	87.58%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	-	0.6447	64.47%
CYP2C9 substrate	-	0.8333	83.33%
CYP2D6 substrate	+	0.3949	39.49%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	+	0.5962	59.62%
CYP2C19 inhibition	+	0.6875	68.75%
CYP2D6 inhibition	-	0.7375	73.75%
CYP1A2 inhibition	+	0.9784	97.84%
CYP2C8 inhibition	+	0.6377	63.77%
CYP inhibitory promiscuity	+	0.5057	50.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7426	74.26%
Carcinogenicity (trinary)	Warning	0.4558	45.58%
Eye corrosion	-	0.9274	92.74%
Eye irritation	+	0.9838	98.38%
Skin irritation	+	0.7717	77.17%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7816	78.16%
Micronuclear	-	0.6877	68.77%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.9055	90.55%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7267	72.67%
Acute Oral Toxicity (c)	III	0.7489	74.89%
Estrogen receptor binding	+	0.9517	95.17%
Androgen receptor binding	+	0.9161	91.61%
Thyroid receptor binding	+	0.8191	81.91%
Glucocorticoid receptor binding	+	0.8757	87.57%
Aromatase binding	+	0.8729	87.29%
PPAR gamma	+	0.9761	97.61%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.70%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.77%	98.75%
CHEMBL240	Q12809	HERG	89.73%	89.76%
CHEMBL242	Q92731	Estrogen receptor beta	87.08%	98.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.90%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL3761	Q9HCG7	Beta-glucosidase	83.86%	99.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.98%	82.69%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.65%	91.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.06%	96.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.88%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%

Plants that contains it

• Senna alexandrina

Cross-Links

• PubChem: 152186
• NPASS: NPC173613