[(1R,2S,5S,6S,9S,10R,12S,13R,16S)-6,7,13-trimethyl-16-(methylamino)-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-10-yl] 4-methylpent-3-enoate

Details

• Internal ID: 0c3477f3-5b8d-4313-801f-b5196ad21589
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Conanine-type alkaloids
• IUPAC Name: [(1R,2S,5S,6S,9S,10R,12S,13R,16S)-6,7,13-trimethyl-16-(methylamino)-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-10-yl] 4-methylpent-3-enoate
• SMILES (Canonical): CC1C2CCC3C2(CN1C)C(CC4C3CC=C5C4(CCC(C5)NC)C)OC(=O)CC=C(C)C
• SMILES (Isomeric): C[C@H]1[C@H]2CC[C@@H]3[C@]2(CN1C)[C@@H](C[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)NC)C)OC(=O)CC=C(C)C
• InChI: InChI=1S/C29H46N2O2/c1-18(2)7-12-27(32)33-26-16-25-22(9-8-20-15-21(30-5)13-14-28(20,25)4)24-11-10-23-19(3)31(6)17-29(23,24)26/h7-8,19,21-26,30H,9-17H2,1-6H3/t19-,21-,22-,23+,24-,25-,26+,28-,29+/m0/s1
• InChI Key: BJEAHAPLWWPUQZ-XGHHNQJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆N₂O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.35592871 g/mol
• Topological Polar Surface Area (TPSA): 41.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.5709	57.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9713	97.13%
P-glycoprotein inhibitior	+	0.6755	67.55%
P-glycoprotein substrate	+	0.5710	57.10%
CYP3A4 substrate	+	0.7400	74.00%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.6861	68.61%
CYP3A4 inhibition	-	0.7433	74.33%
CYP2C9 inhibition	-	0.8590	85.90%
CYP2C19 inhibition	-	0.8973	89.73%
CYP2D6 inhibition	-	0.7603	76.03%
CYP1A2 inhibition	-	0.8353	83.53%
CYP2C8 inhibition	+	0.5614	56.14%
CYP inhibitory promiscuity	-	0.7897	78.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9769	97.69%
Skin irritation	-	0.7377	73.77%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4235	42.35%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5655	56.55%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	+	0.7098	70.98%
Androgen receptor binding	+	0.7434	74.34%
Thyroid receptor binding	-	0.5234	52.34%
Glucocorticoid receptor binding	+	0.7234	72.34%
Aromatase binding	+	0.6690	66.90%
PPAR gamma	+	0.6873	68.73%
Honey bee toxicity	-	0.6452	64.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	99.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.88%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.07%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.14%	82.69%
CHEMBL1914	P06276	Butyrylcholinesterase	85.13%	95.00%
CHEMBL4072	P07858	Cathepsin B	85.09%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.62%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.41%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.85%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.71%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.01%	97.25%

Plants that contains it

• Diplospora dubia
• Funtumia elastica
• Holarrhena floribunda
• Leucas volkensii
• Prostanthera prunelloides
• Vincetoxicum stauntonii

Cross-Links

• PubChem: 11178537
• NPASS: NPC79238
• ChEMBL: CHEMBL195752
• LOTUS: LTS0241548
• wikiData: Q104936999