6-Hydroxy-5,8a-dimethyl-5-(4-methylpent-3-enyl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

Details

• Internal ID: 5ee58b7c-cc11-4a69-88e6-8d6fff09691e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 6-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-enyl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC(=CCCC1(C(CCC2(C1CC=C(C2C=O)C=O)C)O)C)C
• SMILES (Isomeric): CC(=CCCC1(C(CCC2(C1CC=C(C2C=O)C=O)C)O)C)C
• InChI: InChI=1S/C20H30O3/c1-14(2)6-5-10-20(4)17-8-7-15(12-21)16(13-22)19(17,3)11-9-18(20)23/h6-7,12-13,16-18,23H,5,8-11H2,1-4H3
• InChI Key: OEXHIFJIFYBGON-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	+	0.7811	78.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8637	86.37%
P-glycoprotein inhibitior	-	0.6429	64.29%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.5877	58.77%
CYP2C9 inhibition	-	0.8611	86.11%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.9651	96.51%
CYP2C8 inhibition	-	0.7980	79.80%
CYP inhibitory promiscuity	-	0.8432	84.32%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9251	92.51%
Skin irritation	+	0.5779	57.79%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7433	74.33%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5049	50.49%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.7209	72.09%
Estrogen receptor binding	+	0.7111	71.11%
Androgen receptor binding	-	0.5441	54.41%
Thyroid receptor binding	+	0.5545	55.45%
Glucocorticoid receptor binding	+	0.5539	55.39%
Aromatase binding	-	0.5671	56.71%
PPAR gamma	+	0.5227	52.27%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.68%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.39%	97.25%
CHEMBL1871	P10275	Androgen Receptor	81.89%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.87%	95.89%

Plants that contains it

• Pellia endiviifolia

Cross-Links

• PubChem: 162852534
• LOTUS: LTS0108244
• wikiData: Q105190638