2-[(1S,3aR,7aS)-2-hydroxy-1,3a,4,7a-tetramethyl-6-oxo-1,7-dihydroinden-5-yl]acetaldehyde

Details

• Internal ID: 84da5b44-6734-41e9-a377-538c748f30bb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-[(1S,3aR,7aS)-2-hydroxy-1,3a,4,7a-tetramethyl-6-oxo-1,7-dihydroinden-5-yl]acetaldehyde
• SMILES (Canonical): CC1C(=CC2(C1(CC(=O)C(=C2C)CC=O)C)C)O
• SMILES (Isomeric): C[C@@H]1C(=C[C@@]2([C@]1(CC(=O)C(=C2C)CC=O)C)C)O
• InChI: InChI=1S/C15H20O3/c1-9-11(5-6-16)13(18)8-15(4)10(2)12(17)7-14(9,15)3/h6-7,10,17H,5,8H2,1-4H3/t10-,14+,15+/m1/s1
• InChI Key: VWRCSGXWOMWKOZ-ONERCXAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7087	70.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7242	72.42%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8869	88.69%
P-glycoprotein inhibitior	-	0.9525	95.25%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.5332	53.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.5117	51.17%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.9206	92.06%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8585	85.85%
CYP2C8 inhibition	-	0.9204	92.04%
CYP inhibitory promiscuity	-	0.7715	77.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8830	88.30%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9146	91.46%
Skin irritation	+	0.6487	64.87%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6313	63.13%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	+	0.5526	55.26%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.4999	49.99%
Estrogen receptor binding	-	0.6806	68.06%
Androgen receptor binding	-	0.5578	55.78%
Thyroid receptor binding	-	0.7266	72.66%
Glucocorticoid receptor binding	-	0.7107	71.07%
Aromatase binding	-	0.6511	65.11%
PPAR gamma	-	0.6637	66.37%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.12%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	87.48%	90.17%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.22%	86.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.08%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.21%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%

Plants that contains it

• Porella cordaeana

Cross-Links

• PubChem: 101833769
• LOTUS: LTS0159010
• wikiData: Q105298232