5-hydroxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-2-carbaldehyde

Details

• Internal ID: db53928e-c66b-449e-9de3-f0d15dda3e8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-5-methyl-8-propan-2-yl-4,4a,6,7,8,8a-hexahydro-3H-naphthalene-2-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC(C2C1C=C(CC2)C=O)(C)O
• SMILES (Isomeric): CC(C)C1CCC(C2C1C=C(CC2)C=O)(C)O
• InChI: InChI=1S/C15H24O2/c1-10(2)12-6-7-15(3,17)14-5-4-11(9-16)8-13(12)14/h8-10,12-14,17H,4-7H2,1-3H3
• InChI Key: FHFKLFYRFFKTRP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8645	86.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7937	79.37%
P-glycoprotein inhibitior	-	0.9308	93.08%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5690	56.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8349	83.49%
CYP2C9 inhibition	-	0.7382	73.82%
CYP2C19 inhibition	-	0.5647	56.47%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8665	86.65%
CYP2C8 inhibition	-	0.8897	88.97%
CYP inhibitory promiscuity	-	0.8924	89.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5459	54.59%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9081	90.81%
Skin irritation	+	0.5933	59.33%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4387	43.87%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6401	64.01%
skin sensitisation	+	0.6858	68.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7096	70.96%
Acute Oral Toxicity (c)	III	0.8772	87.72%
Estrogen receptor binding	-	0.6506	65.06%
Androgen receptor binding	-	0.5432	54.32%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	-	0.5106	51.06%
Aromatase binding	-	0.7951	79.51%
PPAR gamma	-	0.7861	78.61%
Honey bee toxicity	-	0.9002	90.02%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	96.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.13%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.32%	94.45%
CHEMBL1871	P10275	Androgen Receptor	81.84%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%

Plants that contains it

• Erigeron annuus
• Jacobaea erucifolia subsp. argunensis
• Litsea verticillata
• Magnolia kachirachirai

Cross-Links

• PubChem: 73198139
• LOTUS: LTS0056702
• wikiData: Q104995230