(3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pentanal

Details

• Internal ID: eb83bc1a-1fdc-4c0d-8bfe-af2ce7c0de0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pentanal
• InChI: InChI=1S/C20H34O2/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17(14-22)10-13-21/h6,13,16-18,22H,5,7-12,14H2,1-4H3/t16-,17+,18+,19+,20+/m1/s1
• InChI Key: QOHQEOJDZOXCQG-DEPCRRQNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• 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	+	0.9967	99.67%
Caco-2	+	0.7073	70.73%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5395	53.95%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.8542	85.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6186	61.86%
BSEP inhibitior	+	0.5985	59.85%
P-glycoprotein inhibitior	-	0.6577	65.77%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8044	80.44%
CYP3A4 inhibition	-	0.6229	62.29%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.6992	69.92%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.7888	78.88%
CYP2C8 inhibition	-	0.7538	75.38%
CYP inhibitory promiscuity	-	0.7215	72.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9764	97.64%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9829	98.29%
Ames mutagenesis	-	0.7766	77.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7794	77.94%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5902	59.02%
skin sensitisation	-	0.5339	53.39%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7122	71.22%
Acute Oral Toxicity (c)	III	0.7156	71.56%
Estrogen receptor binding	+	0.7831	78.31%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	-	0.5068	50.68%
Aromatase binding	+	0.5964	59.64%
PPAR gamma	-	0.6237	62.37%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	94.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.23%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL233	P35372	Mu opioid receptor	81.33%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.72%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.53%	86.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Symphyopappus reticulatus

Cross-Links

• PubChem: 162845192
• LOTUS: LTS0209189
• wikiData: Q105224905