(2Z)-2-[(4aR,6R,7S,8aS)-6-chloro-7-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ylidene]acetaldehyde

Details

• Internal ID: e5018bef-19c7-4169-a4b2-8bd1fefe825c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated aldehydes > Enals
• IUPAC Name: (2Z)-2-[(4aR,6R,7S,8aS)-6-chloro-7-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ylidene]acetaldehyde
• SMILES (Canonical): CC1(C2CCC(=CC=O)CC2(CC(C1Cl)O)C)C
• SMILES (Isomeric): C[C@]12C[C@@H]([C@@H](C([C@@H]1CC/C(=C/C=O)/C2)(C)C)Cl)O
• InChI: InChI=1S/C15H23ClO2/c1-14(2)12-5-4-10(6-7-17)8-15(12,3)9-11(18)13(14)16/h6-7,11-13,18H,4-5,8-9H2,1-3H3/b10-6-/t11-,12-,13-,15-/m0/s1
• InChI Key: HWPNRSYBULQAQB-QLAKETFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃ClO₂
• Molecular Weight: 270.79 g/mol
• Exact Mass: 270.1386577 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7277	72.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7132	71.32%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.6959	69.59%
P-glycoprotein inhibitior	-	0.9317	93.17%
P-glycoprotein substrate	-	0.8940	89.40%
CYP3A4 substrate	+	0.5972	59.72%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.8258	82.58%
CYP2C9 inhibition	-	0.8125	81.25%
CYP2C19 inhibition	-	0.7856	78.56%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	-	0.8792	87.92%
CYP2C8 inhibition	-	0.8530	85.30%
CYP inhibitory promiscuity	-	0.8139	81.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8651	86.51%
Carcinogenicity (trinary)	Non-required	0.5794	57.94%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9673	96.73%
Skin irritation	+	0.5618	56.18%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.5270	52.70%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.7709	77.09%
Estrogen receptor binding	+	0.5724	57.24%
Androgen receptor binding	-	0.6567	65.67%
Thyroid receptor binding	-	0.5183	51.83%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	-	0.6279	62.79%
PPAR gamma	-	0.5494	54.94%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	92.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.06%	92.94%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.28%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%

Plants that contains it

• Ailanthus integrifolia
• Stereospermum cylindricum

Cross-Links

• PubChem: 9881909
• LOTUS: LTS0101008
• wikiData: Q105008118