(13aS)-3,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizine-4,6-diol

Details

• Internal ID: 79007736-51a5-47ee-aabe-2c151e2dadad
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
• IUPAC Name: (13aS)-3,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizine-4,6-diol
• InChI: InChI=1S/C22H23NO4/c1-26-19-6-5-13-14-8-12-4-3-7-23(12)11-17(14)15-10-20(27-2)18(24)9-16(15)21(13)22(19)25/h5-6,9-10,12,24-25H,3-4,7-8,11H2,1-2H3/t12-/m0/s1
• InChI Key: PXTVTTDNRMGGJY-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₄
• Molecular Weight: 365.40 g/mol
• Exact Mass: 365.16270821 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9572	95.72%
Caco-2	+	0.8496	84.96%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7785	77.85%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8223	82.23%
P-glycoprotein inhibitior	+	0.6648	66.48%
P-glycoprotein substrate	+	0.5922	59.22%
CYP3A4 substrate	+	0.5819	58.19%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.7844	78.44%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	+	0.5733	57.33%
CYP2D6 inhibition	+	0.8999	89.99%
CYP1A2 inhibition	+	0.7465	74.65%
CYP2C8 inhibition	+	0.5594	55.94%
CYP inhibitory promiscuity	+	0.5139	51.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9309	93.09%
Skin irritation	-	0.7697	76.97%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6626	66.26%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8128	81.28%
Acute Oral Toxicity (c)	II	0.5772	57.72%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.6346	63.46%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.6885	68.85%
PPAR gamma	+	0.6489	64.89%
Honey bee toxicity	-	0.9085	90.85%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6951	69.51%
Fish aquatic toxicity	+	0.6595	65.95%

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%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.90%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.72%	89.62%
CHEMBL3438	Q05513	Protein kinase C zeta	95.50%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.89%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.58%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.22%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.82%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.06%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.23%	93.99%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.09%	90.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.62%	99.18%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.22%	98.11%
CHEMBL217	P14416	Dopamine D2 receptor	85.77%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	83.23%	95.12%
CHEMBL4208	P20618	Proteasome component C5	82.68%	90.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.55%	91.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.66%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.56%	82.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.32%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.32%	99.15%

Plants that contains it

• Garcinia scortechinii

Cross-Links

• PubChem: 162936906
• LOTUS: LTS0165781
• wikiData: Q105136814