[(3S)-5-[(1S,2R,4aR,8aR)-5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentyl] acetate

Details

• Internal ID: 4588f7f2-a2d2-4802-a5fd-8e8019bdcd06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(3S)-5-[(1S,2R,4aR,8aR)-5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentyl] acetate
• InChI: InChI=1S/C24H40O4/c1-17(12-15-27-19(3)25)10-13-23(5)18(2)11-14-24(6)21(16-28-20(4)26)8-7-9-22(23)24/h8,17-18,22H,7,9-16H2,1-6H3/t17-,18+,22+,23-,24-/m0/s1
• InChI Key: WQGGVDOTGXKLGW-AONIPZHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₄
• Molecular Weight: 392.60 g/mol
• Exact Mass: 392.29265975 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6627	66.27%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9240	92.40%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9501	95.01%
P-glycoprotein inhibitior	+	0.5714	57.14%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	+	0.6265	62.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.7555	75.55%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	-	0.6886	68.86%
CYP inhibitory promiscuity	-	0.6178	61.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9855	98.55%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4494	44.94%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	+	0.7519	75.19%
Androgen receptor binding	+	0.5549	55.49%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.7640	76.40%
Aromatase binding	+	0.7535	75.35%
PPAR gamma	+	0.5951	59.51%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.45%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.73%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.51%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.40%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.78%	82.69%

Plants that contains it

• Baccharis rhomboidalis

Cross-Links

• PubChem: 163000288
• LOTUS: LTS0067521
• wikiData: Q105310702