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

Details

• Internal ID: 71363b60-8ad3-4579-9028-6aacacb593c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(5-hydroxy-4-methylpent-3-enyl)-5,8a-dimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC(=CCCC1(CCCC2(C1CC=C(C2C=O)C=O)C)C)CO
• SMILES (Isomeric): CC(=CCCC1(CCCC2(C1CC=C(C2C=O)C=O)C)C)CO
• InChI: InChI=1S/C20H30O3/c1-15(12-21)6-4-9-19(2)10-5-11-20(3)17(14-23)16(13-22)7-8-18(19)20/h6-7,13-14,17-18,21H,4-5,8-12H2,1-3H3
• InChI Key: WCMOFROWEKZXFO-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: 3.90
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7282	72.82%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6423	64.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7897	78.97%
OATP1B3 inhibitior	+	0.8702	87.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5686	56.86%
BSEP inhibitior	+	0.7812	78.12%
P-glycoprotein inhibitior	-	0.5878	58.78%
P-glycoprotein substrate	-	0.6822	68.22%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.5637	56.37%
CYP2C9 inhibition	-	0.6241	62.41%
CYP2C19 inhibition	-	0.7008	70.08%
CYP2D6 inhibition	-	0.8727	87.27%
CYP1A2 inhibition	-	0.7345	73.45%
CYP2C8 inhibition	-	0.7028	70.28%
CYP inhibitory promiscuity	-	0.6487	64.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6333	63.33%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9742	97.42%
Skin irritation	-	0.6437	64.37%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.5410	54.10%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.7559	75.59%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	-	0.4935	49.35%
Thyroid receptor binding	+	0.6299	62.99%
Glucocorticoid receptor binding	+	0.7649	76.49%
Aromatase binding	+	0.5921	59.21%
PPAR gamma	+	0.6201	62.01%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	96.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.10%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.65%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL233	P35372	Mu opioid receptor	81.48%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.56%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.45%	95.50%

Plants that contains it

• Trichocoleopsis sacculata

Cross-Links

• PubChem: 163044538
• LOTUS: LTS0150965
• wikiData: Q105301891