(1R,8S,10S,11R)-3,4,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5,12-tetraen-11-ol

Details

• Internal ID: f5c95160-6c5e-49cd-90c5-1a813ee0b9f4
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1R,8S,10S,11R)-3,4,12-trimethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5,12-tetraen-11-ol
• InChI: InChI=1S/C20H25NO5/c1-21-10-9-18-8-7-15(24-3)20(22)19(18,21)11-14(26-20)12-5-6-13(23-2)17(25-4)16(12)18/h5-7,14,22H,8-11H2,1-4H3/t14-,18+,19-,20-/m0/s1
• InChI Key: AKMIHNAUTMLDGR-WBCYEJBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.40 g/mol
• Exact Mass: 359.17327290 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9297	92.97%
Caco-2	+	0.8652	86.52%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4227	42.27%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7260	72.60%
P-glycoprotein inhibitior	-	0.8004	80.04%
P-glycoprotein substrate	+	0.5100	51.00%
CYP3A4 substrate	+	0.6574	65.74%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	+	0.4723	47.23%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.7266	72.66%
CYP2D6 inhibition	-	0.7013	70.13%
CYP1A2 inhibition	-	0.8328	83.28%
CYP2C8 inhibition	-	0.6052	60.52%
CYP inhibitory promiscuity	-	0.8326	83.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5358	53.58%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9683	96.83%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4131	41.31%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7476	74.76%
Acute Oral Toxicity (c)	III	0.5410	54.10%
Estrogen receptor binding	+	0.6840	68.40%
Androgen receptor binding	+	0.7747	77.47%
Thyroid receptor binding	+	0.7838	78.38%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	-	0.5221	52.21%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9645	96.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.87%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.83%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.62%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.39%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.16%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.78%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.52%	91.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.24%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.10%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.45%	98.95%

Plants that contains it

• Stephania japonica

Cross-Links

• PubChem: 101289779
• LOTUS: LTS0154488
• wikiData: Q104913721