[(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-(acetyloxymethyl)pent-3-enyl] acetate

Details

• Internal ID: e170f79b-920e-46b6-ae83-e014975f84fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(Z)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-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/h11,18,22H,1,7-10,12-16H2,2-6H3/b21-11-/t18-,22+,23+,24+/m1/s1
• InChI Key: CCZFRRDGJIMVHP-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: 6.00
• 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	+	0.9839	98.39%
Caco-2	+	0.5910	59.10%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7264	72.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.8840	88.40%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9151	91.51%
P-glycoprotein inhibitior	-	0.4672	46.72%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.5617	56.17%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.7067	70.67%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8340	83.40%
CYP2C8 inhibition	+	0.4743	47.43%
CYP inhibitory promiscuity	-	0.6529	65.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9695	96.95%
Eye irritation	-	0.7785	77.85%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7542	75.42%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6345	63.45%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.6611	66.11%
Estrogen receptor binding	+	0.6757	67.57%
Androgen receptor binding	-	0.5132	51.32%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.6951	69.51%
Aromatase binding	+	0.6755	67.55%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	98.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.83%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.27%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.50%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.60%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.52%	93.00%
CHEMBL5028	O14672	ADAM10	81.05%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.51%	91.24%

Plants that contains it

• Linaria saxatilis

Cross-Links

• PubChem: 21728973
• LOTUS: LTS0017698
• wikiData: Q104953970