7,8,19-Trihydroxy-2,10-dimethyl-17-octa-2,4-dienyl-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one

Details

• Internal ID: 8413eb76-ff50-4298-84da-39f20a87251e
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines > Pyrrolizidinones
• IUPAC Name: 7,8,19-trihydroxy-2,10-dimethyl-17-octa-2,4-dienyl-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one
• InChI: InChI=1S/C29H39NO4/c1-4-5-6-7-8-9-12-21-17-24(32)27-26-19(3)16-20-14-15-23(31)28(33)25(20)18(2)11-10-13-22(26)29(34)30(21)27/h6-11,13-16,20-28,31-33H,4-5,12,17H2,1-3H3
• InChI Key: APYNVIXJDXCVNV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₉NO₄
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.28790873 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	-	0.7042	70.42%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4990	49.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.8495	84.95%
P-glycoprotein inhibitior	+	0.6843	68.43%
P-glycoprotein substrate	+	0.5693	56.93%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.8080	80.80%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.7826	78.26%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	-	0.7751	77.51%
CYP2C8 inhibition	-	0.5625	56.25%
CYP inhibitory promiscuity	-	0.7851	78.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5201	52.01%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9707	97.07%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5101	51.01%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6662	66.62%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.5887	58.87%
Thyroid receptor binding	-	0.5482	54.82%
Glucocorticoid receptor binding	+	0.5541	55.41%
Aromatase binding	-	0.6046	60.46%
PPAR gamma	+	0.6684	66.84%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6319	63.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.37%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.33%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.59%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.43%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.35%	99.23%
CHEMBL1978	P11511	Cytochrome P450 19A1	82.76%	91.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.20%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75295561
• LOTUS: LTS0228488
• wikiData: Q104085612