4,7-Dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,6,14-triol

Details

• Internal ID: 768e329a-ab57-4052-853f-7c6151c43ab1
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
• IUPAC Name: 4,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,6,14-triol
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3=C(C(C4CCCN4C3)O)C5=C2C(=C(C=C5)O)OC)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C3=C(C(C4CCCN4C3)O)C5=C2C(=C(C=C5)O)OC)O
• InChI: InChI=1S/C22H23NO5/c1-27-18-9-12-13(8-17(18)25)20-11(5-6-16(24)22(20)28-2)19-14(12)10-23-7-3-4-15(23)21(19)26/h5-6,8-9,15,21,24-26H,3-4,7,10H2,1-2H3
• InChI Key: CMYVLWHAFMMTBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃NO₅
• Molecular Weight: 381.40 g/mol
• Exact Mass: 381.15762283 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	+	0.6881	68.81%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8806	88.06%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5099	50.99%
CYP3A4 substrate	+	0.5722	57.22%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.8055	80.55%
CYP3A4 inhibition	-	0.8350	83.50%
CYP2C9 inhibition	-	0.8924	89.24%
CYP2C19 inhibition	+	0.5794	57.94%
CYP2D6 inhibition	+	0.8361	83.61%
CYP1A2 inhibition	+	0.7649	76.49%
CYP2C8 inhibition	+	0.5104	51.04%
CYP inhibitory promiscuity	-	0.6018	60.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9551	95.51%
Skin irritation	-	0.7398	73.98%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6894	68.94%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7847	78.47%
Acute Oral Toxicity (c)	II	0.5349	53.49%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	+	0.6391	63.91%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7025	70.25%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6896	68.96%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.6405	64.05%

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	98.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.16%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.82%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.08%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.71%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.08%	98.75%
CHEMBL3438	Q05513	Protein kinase C zeta	89.55%	88.48%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.52%	91.79%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.12%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.97%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.98%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.15%	83.82%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.05%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.26%	99.15%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.16%	91.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.32%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.33%	82.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.96%	93.03%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	80.20%	95.12%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.18%	95.53%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	80.14%	89.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85234062
• LOTUS: LTS0021440
• wikiData: Q104965397