(14aS)-3,7-dimethoxy-11,12,13,14,14a,15-hexahydro-9H-phenanthro[9,10-b]quinolizin-6-ol

Details

• Internal ID: b85411d4-2a04-4458-8b0b-47ed5c26dec4
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthroquinolizidines
• IUPAC Name: (14aS)-3,7-dimethoxy-11,12,13,14,14a,15-hexahydro-9H-phenanthro[9,10-b]quinolizin-6-ol
• InChI: InChI=1S/C23H25NO3/c1-26-15-6-7-16-17-9-14-5-3-4-8-24(14)13-21(17)20-12-23(27-2)22(25)11-19(20)18(16)10-15/h6-7,10-12,14,25H,3-5,8-9,13H2,1-2H3/t14-/m0/s1
• InChI Key: HIIPBPYYJOYQBL-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₅NO₃
• Molecular Weight: 363.40 g/mol
• Exact Mass: 363.18344366 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.8619	86.19%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7978	79.78%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.9171	91.71%
P-glycoprotein inhibitior	+	0.7845	78.45%
P-glycoprotein substrate	+	0.5708	57.08%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8697	86.97%
CYP2C9 inhibition	-	0.9236	92.36%
CYP2C19 inhibition	-	0.6129	61.29%
CYP2D6 inhibition	+	0.8425	84.25%
CYP1A2 inhibition	+	0.7280	72.80%
CYP2C8 inhibition	+	0.4537	45.37%
CYP inhibitory promiscuity	-	0.7738	77.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.7006	70.06%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7177	71.77%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7736	77.36%
Acute Oral Toxicity (c)	II	0.5531	55.31%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.6997	69.97%
Thyroid receptor binding	+	0.6835	68.35%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	+	0.7057	70.57%
PPAR gamma	+	0.5317	53.17%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7151	71.51%
Fish aquatic toxicity	-	0.5189	51.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3438	Q05513	Protein kinase C zeta	97.21%	88.48%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL2535	P11166	Glucose transporter	95.08%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.61%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.54%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.61%	91.79%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.39%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.10%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.24%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.36%	99.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.06%	90.95%
CHEMBL5747	Q92793	CREB-binding protein	86.80%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.64%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.59%	93.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.18%	91.03%
CHEMBL1907	P15144	Aminopeptidase N	81.27%	93.31%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.38%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.20%	96.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.01%	91.43%

Plants that contains it

• Boehmeria siamensis

Cross-Links

• PubChem: 102420434
• LOTUS: LTS0118096
• wikiData: Q105028869