3-O-acetylgreenwayodendrin

Details

• Internal ID: 07ac352a-012d-427c-b5c3-23fc5d039e43
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: [(1R,12R,13S,16S,18R)-1,13,17,17-tetramethyl-2-azapentacyclo[10.8.0.02,10.03,8.013,18]icosa-3,5,7,9-tetraen-16-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC4=CC5=CC=CC=C5N43)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC4=CC5=CC=CC=C5N43)C)C
• InChI: InChI=1S/C25H33NO2/c1-16(27)28-22-11-12-24(4)20(23(22,2)3)10-13-25(5)21(24)15-18-14-17-8-6-7-9-19(17)26(18)25/h6-9,14,20-22H,10-13,15H2,1-5H3/t20-,21+,22-,24-,25+/m0/s1
• InChI Key: DRMMGUOJBQDCMO-LJDQNPOQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃NO₂
• Molecular Weight: 379.50 g/mol
• Exact Mass: 379.251129295 g/mol
• Topological Polar Surface Area (TPSA): 31.20 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL1083629
• BDBM50320386

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5796	57.96%
Blood Brain Barrier	+	0.6629	66.29%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5794	57.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7667	76.67%
P-glycoprotein inhibitior	+	0.7110	71.10%
P-glycoprotein substrate	-	0.7865	78.65%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	+	0.7376	73.76%
CYP2C9 inhibition	-	0.7485	74.85%
CYP2C19 inhibition	+	0.6485	64.85%
CYP2D6 inhibition	-	0.6096	60.96%
CYP1A2 inhibition	-	0.6354	63.54%
CYP2C8 inhibition	+	0.5235	52.35%
CYP inhibitory promiscuity	+	0.6382	63.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5537	55.37%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9778	97.78%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9064	90.64%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4544	45.44%
Acute Oral Toxicity (c)	III	0.6080	60.80%
Estrogen receptor binding	+	0.9098	90.98%
Androgen receptor binding	+	0.6365	63.65%
Thyroid receptor binding	+	0.7691	76.91%
Glucocorticoid receptor binding	+	0.7585	75.85%
Aromatase binding	+	0.7931	79.31%
PPAR gamma	+	0.5718	57.18%
Honey bee toxicity	-	0.8251	82.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.81%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL5028	O14672	ADAM10	85.38%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.63%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.86%	91.19%

Plants that contains it

• Greenwayodendron suaveolens
• Orobanche coerulescens

Cross-Links

• PubChem: 46891355
• NPASS: NPC126492
• LOTUS: LTS0128390
• wikiData: Q104987515