[(E)-5-[(1S,2R,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] acetate

Details

• Internal ID: 82bb950d-ddd1-4af9-9d6d-2ab4bf8b6f0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(E)-5-[(1S,2R,4aR,8aS)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCOC(=O)C)C)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@@]1(C)CC/C(=C/COC(=O)C)/C)CCC=C2C)C
• InChI: InChI=1S/C22H36O2/c1-16(12-15-24-19(4)23)10-13-21(5)18(3)11-14-22(6)17(2)8-7-9-20(21)22/h8,12,18,20H,7,9-11,13-15H2,1-6H3/b16-12+/t18-,20+,21+,22+/m1/s1
• InChI Key: XAYGDGVRGSNBDV-SKFCTJCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₂
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.271530387 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8029	80.29%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5447	54.47%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	-	0.2608	26.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7768	77.68%
P-glycoprotein inhibitior	-	0.5757	57.57%
P-glycoprotein substrate	-	0.8685	86.85%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8654	86.54%
CYP2C9 inhibition	-	0.7131	71.31%
CYP2C19 inhibition	+	0.5798	57.98%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.7094	70.94%
CYP2C8 inhibition	+	0.4433	44.33%
CYP inhibitory promiscuity	+	0.5744	57.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4813	48.13%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.6770	67.70%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.6566	65.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.8063	80.63%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.5309	53.09%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.7615	76.15%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	+	0.7008	70.08%
Glucocorticoid receptor binding	+	0.6409	64.09%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.5602	56.02%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.12%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.94%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.77%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

• Parentucellia latifolia

Cross-Links

• PubChem: 162973916
• LOTUS: LTS0089805
• wikiData: Q105324223