[(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(acetyloxymethyl)pent-3-enyl] acetate

Details

• Internal ID: 69551710-b8cd-4674-80c0-b318b4fc073b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(acetyloxymethyl)pent-3-enyl] acetate
• InChI: InChI=1S/C24H38O4/c1-17-8-7-9-22-23(17,5)13-10-18(2)24(22,6)14-11-21(16-28-20(4)26)12-15-27-19(3)25/h8,11,18,22H,7,9-10,12-16H2,1-6H3/b21-11-/t18-,22+,23+,24+/m1/s1
• InChI Key: GCDWLVPFFSIUQY-BJTFEQGFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₄
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.27700969 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	+	0.5835	58.35%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9336	93.36%
P-glycoprotein inhibitior	+	0.6466	64.66%
P-glycoprotein substrate	-	0.7931	79.31%
CYP3A4 substrate	+	0.6403	64.03%
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	+	0.4831	48.31%
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	-	0.8502	85.02%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9855	98.55%
Ames mutagenesis	-	0.6366	63.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	+	0.7281	72.81%
Androgen receptor binding	+	0.5655	56.55%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	97.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.96%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.42%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL5028	O14672	ADAM10	83.86%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.29%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.13%	95.56%

Plants that contains it

• Linaria saxatilis

Cross-Links

• PubChem: 163012186
• LOTUS: LTS0247868
• wikiData: Q105006238