(1aS,4S,4aR,8aR)-1a-methyl-4-propan-2-yl-2,3,4,4a,7,8-hexahydronaphtho[1,8a-b]oxirene-6-carbaldehyde

Details

• Internal ID: 70685d4c-f16b-4a12-9434-a88079eb8d22
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,4S,4aR,8aR)-1a-methyl-4-propan-2-yl-2,3,4,4a,7,8-hexahydronaphtho[1,8a-b]oxirene-6-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC2(C3(C1C=C(CC3)C=O)O2)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@]2([C@@]3([C@H]1C=C(CC3)C=O)O2)C
• InChI: InChI=1S/C15H22O2/c1-10(2)12-5-6-14(3)15(17-14)7-4-11(9-16)8-13(12)15/h8-10,12-13H,4-7H2,1-3H3/t12-,13-,14-,15+/m0/s1
• InChI Key: VSGKEFOPDWWPKC-ZQDZILKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.12
• 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	+	0.9965	99.65%
Caco-2	+	0.8628	86.28%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3785	37.85%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6135	61.35%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8922	89.22%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.8349	83.49%
CYP2C9 inhibition	+	0.5297	52.97%
CYP2C19 inhibition	+	0.7353	73.53%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	+	0.5703	57.03%
CYP2C8 inhibition	-	0.8565	85.65%
CYP inhibitory promiscuity	-	0.7501	75.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.5831	58.31%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5839	58.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5720	57.20%
skin sensitisation	+	0.6768	67.68%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7698	76.98%
Estrogen receptor binding	-	0.4903	49.03%
Androgen receptor binding	+	0.5664	56.64%
Thyroid receptor binding	-	0.5349	53.49%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	-	0.5709	57.09%
PPAR gamma	-	0.7109	71.09%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	93.62%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.70%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.33%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.59%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%

Plants that contains it

• Boltonia asteroides

Cross-Links

• PubChem: 101665843
• LOTUS: LTS0005906
• wikiData: Q105292182