(1R,2S,6R,9S,10R,11R,18S,20R,22S,23S,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-14-ene-20,22-diol

Details

• Internal ID: f9e6c30d-8644-4958-8fce-d31b90917804
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: (1R,2S,6R,9S,10R,11R,18S,20R,22S,23S,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacos-14-ene-20,22-diol
• InChI: InChI=1S/C27H43NO2/c1-15-4-9-25-16(2)19-7-8-20-21-6-5-17-10-18(29)11-26(30)27(17,3)24(21)12-22(20)23(19)14-28(25)13-15/h15-19,22-26,29-30H,4-14H2,1-3H3/t15-,16-,17+,18-,19+,22+,23+,24+,25+,26+,27+/m1/s1
• InChI Key: LHTRHOLWAOFBGQ-PRFVSNHVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₂
• Molecular Weight: 413.60 g/mol
• Exact Mass: 413.329379614 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	+	0.5218	52.18%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5870	58.70%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6567	65.67%
BSEP inhibitior	+	0.5537	55.37%
P-glycoprotein inhibitior	-	0.7631	76.31%
P-glycoprotein substrate	+	0.5149	51.49%
CYP3A4 substrate	+	0.6603	66.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5377	53.77%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	+	0.5146	51.46%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	-	0.7162	71.62%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4580	45.80%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9169	91.69%
Skin irritation	-	0.6792	67.92%
Skin corrosion	-	0.8571	85.71%
Ames mutagenesis	-	0.8193	81.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6512	65.12%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.6148	61.48%
Androgen receptor binding	+	0.7805	78.05%
Thyroid receptor binding	+	0.5458	54.58%
Glucocorticoid receptor binding	+	0.7569	75.69%
Aromatase binding	+	0.5231	52.31%
PPAR gamma	+	0.5436	54.36%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	95.97%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.59%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	89.83%	97.64%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL1871	P10275	Androgen Receptor	84.99%	96.43%
CHEMBL238	Q01959	Dopamine transporter	83.53%	95.88%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.46%	94.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.39%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	80.95%	95.38%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.40%	93.99%

Plants that contains it

• Fritillaria sewerzowi

Cross-Links

• PubChem: 162941448
• LOTUS: LTS0101282
• wikiData: Q105151955