Dehydrotylophorine

Details

• Internal ID: 34cfd097-8777-4bcc-8269-90bd0bc18a14
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 2,3,6,7-tetramethoxy-12,13-dihydro-11H-phenanthro[9,10-f]indolizin-10-ium
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3=CC(=C(C=C3C4=C2C=C5CCC[N+]5=C4)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C3=CC(=C(C=C3C4=C2C=C5CCC[N+]5=C4)OC)OC)OC
• InChI: InChI=1S/C24H24NO4/c1-26-21-9-16-15-8-14-6-5-7-25(14)13-20(15)19-12-24(29-4)23(28-3)11-18(19)17(16)10-22(21)27-2/h8-13H,5-7H2,1-4H3/q+1
• InChI Key: LJKFGEXLZSHJSE-UHFFFAOYSA-N
• Popularity: 61 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄NO₄+
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.17053325 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL13222742
• 2,3,6,7-tetramethoxy-12,13-dihydro-11H-phenanthro[9,10-f]indolizin-10-ium

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8757	87.57%
Caco-2	+	0.8328	83.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8717	87.17%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5152	51.52%
BSEP inhibitior	+	0.9680	96.80%
P-glycoprotein inhibitior	+	0.6336	63.36%
P-glycoprotein substrate	-	0.8046	80.46%
CYP3A4 substrate	-	0.5572	55.72%
CYP2C9 substrate	-	0.8233	82.33%
CYP2D6 substrate	+	0.3791	37.91%
CYP3A4 inhibition	-	0.7564	75.64%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	+	0.8128	81.28%
CYP1A2 inhibition	+	0.6245	62.45%
CYP2C8 inhibition	-	0.7834	78.34%
CYP inhibitory promiscuity	+	0.7101	71.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8344	83.44%
Skin irritation	-	0.7864	78.64%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8012	80.12%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8333	83.33%
Acute Oral Toxicity (c)	III	0.4970	49.70%
Estrogen receptor binding	+	0.9418	94.18%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.7812	78.12%
Glucocorticoid receptor binding	+	0.8983	89.83%
Aromatase binding	+	0.7609	76.09%
PPAR gamma	+	0.6900	69.00%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	-	0.3938	39.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.01%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.22%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.77%	96.09%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.36%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.54%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.19%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Ficus septica

Cross-Links

• PubChem: 11583623
• LOTUS: LTS0147006
• wikiData: Q105152631