[5-Acetyloxy-4-[2-(1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)ethylidene]oxolan-2-yl] acetate

Details

• Internal ID: b1912d7e-c1c0-40ae-b96b-9f84736feeb2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [5-acetyloxy-4-[2-(1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)ethylidene]oxolan-2-yl] acetate
• InChI: InChI=1S/C24H36O5/c1-15-8-7-9-20-23(15,5)12-10-16(2)24(20,6)13-11-19-14-21(27-17(3)25)29-22(19)28-18(4)26/h8,11,16,20-22H,7,9-10,12-14H2,1-6H3
• InChI Key: ZREAIEZMYZQUFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	-	0.5469	54.69%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6324	63.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.8410	84.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9030	90.30%
P-glycoprotein inhibitior	+	0.6993	69.93%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.6433	64.33%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.8144	81.44%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.6685	66.85%
CYP2C8 inhibition	+	0.5376	53.76%
CYP inhibitory promiscuity	-	0.7739	77.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8688	86.88%
Skin irritation	+	0.5188	51.88%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	-	0.6166	61.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.6993	69.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5608	56.08%
skin sensitisation	-	0.7983	79.83%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.6539	65.39%
Estrogen receptor binding	+	0.8746	87.46%
Androgen receptor binding	+	0.6234	62.34%
Thyroid receptor binding	+	0.6801	68.01%
Glucocorticoid receptor binding	+	0.7955	79.55%
Aromatase binding	+	0.7104	71.04%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.8309	83.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.14%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.64%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.27%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.26%	97.25%
CHEMBL5028	O14672	ADAM10	83.64%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.79%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.99%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%

Plants that contains it

• Linaria saxatilis

Cross-Links

• PubChem: 85225972
• LOTUS: LTS0270491
• wikiData: Q105381912