(4aS,6aS,11aS,11bR)-4,4,11b-trimethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-cyclohepta[a]naphthalene-8,9-dicarbaldehyde

Details

• Internal ID: 5f7de5e1-bfa2-492a-ad1b-c06c34b8452a
• Taxonomy: Organic oxygen compounds > Organic oxides
• IUPAC Name: (4aS,6aS,11aS,11bR)-4,4,11b-trimethyl-2,3,4a,5,6,6a,11,11a-octahydro-1H-cyclohepta[a]naphthalene-8,9-dicarbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC3C2CC=C(C(=C3)C=O)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC[C@@H]3[C@@H]2CC=C(C(=C3)C=O)C=O)(C)C
• InChI: InChI=1S/C20H28O2/c1-19(2)9-4-10-20(3)17-7-5-15(12-21)16(13-22)11-14(17)6-8-18(19)20/h5,11-14,17-18H,4,6-10H2,1-3H3/t14-,17-,18-,20+/m0/s1
• InChI Key: KONNXEJVCJUNNK-PRIDNEQBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8483	84.83%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4941	49.41%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	+	0.8616	86.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5659	56.59%
P-glycoprotein inhibitior	-	0.5053	50.53%
P-glycoprotein substrate	-	0.9172	91.72%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.7011	70.11%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	-	0.6627	66.27%
CYP inhibitory promiscuity	-	0.6536	65.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5898	58.98%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8091	80.91%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	+	0.7912	79.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5895	58.95%
Acute Oral Toxicity (c)	III	0.7482	74.82%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	-	0.5148	51.48%
Thyroid receptor binding	+	0.6546	65.46%
Glucocorticoid receptor binding	-	0.5381	53.81%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.5960	59.60%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.80%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.87%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.02%	94.75%

Plants that contains it

• Zingiber mioga

Cross-Links

• PubChem: 102479664
• LOTUS: LTS0123840
• wikiData: Q105143899