8-(6,8-dihydroxy-1,8a-dimethyl-4-oxo-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl)-6a-hydroxy-3,11-dimethyl-2,3,4,6,8,9,10,10a,11,11a-decahydro-1H-benzo[b]quinolizin-7-one

Details

• Internal ID: 27ec5ef1-b967-4443-846a-fad88b09f27c
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: 8-(6,8-dihydroxy-1,8a-dimethyl-4-oxo-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl)-6a-hydroxy-3,11-dimethyl-2,3,4,6,8,9,10,10a,11,11a-decahydro-1H-benzo[b]quinolizin-7-one
• SMILES (Canonical): CC1CCC2C(C3CCC(C(=O)C3(CN2C1)O)C4CC(=O)C5CC(CC(C5(C4C)C)O)O)C
• SMILES (Isomeric): CC1CCC2C(C3CCC(C(=O)C3(CN2C1)O)C4CC(=O)C5CC(CC(C5(C4C)C)O)O)C
• InChI: InChI=1S/C27H43NO5/c1-14-5-8-22-15(2)20-7-6-18(25(32)27(20,33)13-28(22)12-14)19-11-23(30)21-9-17(29)10-24(31)26(21,4)16(19)3/h14-22,24,29,31,33H,5-13H2,1-4H3
• InChI Key: CAYTXXZHQCANJX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₅
• Molecular Weight: 461.60 g/mol
• Exact Mass: 461.31412347 g/mol
• Topological Polar Surface Area (TPSA): 98.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7636	76.36%
Caco-2	-	0.6340	63.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8537	85.37%
BSEP inhibitior	+	0.6728	67.28%
P-glycoprotein inhibitior	-	0.6600	66.00%
P-glycoprotein substrate	+	0.6411	64.11%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4307	43.07%
CYP3A4 inhibition	-	0.8124	81.24%
CYP2C9 inhibition	-	0.8817	88.17%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	-	0.7588	75.88%
CYP inhibitory promiscuity	-	0.9929	99.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5617	56.17%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.7471	74.71%
Human Ether-a-go-go-Related Gene inhibition	-	0.5626	56.26%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6323	63.23%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.5094	50.94%
Estrogen receptor binding	+	0.7019	70.19%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	+	0.5329	53.29%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.5240	52.40%
PPAR gamma	-	0.5797	57.97%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.5925	59.25%

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	97.17%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.64%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.76%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.92%	89.05%
CHEMBL1902	P62942	FK506-binding protein 1A	89.50%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.55%	93.00%
CHEMBL238	Q01959	Dopamine transporter	88.15%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.50%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.47%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.36%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.84%	85.14%
CHEMBL206	P03372	Estrogen receptor alpha	84.42%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.37%	94.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.06%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.63%	82.69%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.62%	98.46%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.56%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.28%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.08%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.01%	93.04%

Plants that contains it

• Fritillaria sewerzowi

Cross-Links

• PubChem: 5254793
• LOTUS: LTS0215552
• wikiData: Q104952054