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

Details

• Internal ID: 613c0d1d-b162-4952-8b92-58e5c286cbad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(3S)-5-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentyl] acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CCOC(=O)C)CCC=C2CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@H](C)CCOC(=O)C)CCC=C2CO)C
• InChI: InChI=1S/C22H38O3/c1-16(11-14-25-18(3)24)9-12-21(4)17(2)10-13-22(5)19(15-23)7-6-8-20(21)22/h7,16-17,20,23H,6,8-15H2,1-5H3/t16-,17+,20+,21-,22-/m0/s1
• InChI Key: JXJUDJCWRDJMCG-HFQQBTNDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₃
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.28209507 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.7485	74.85%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6592	65.92%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.8538	85.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8918	89.18%
P-glycoprotein inhibitior	-	0.6911	69.11%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	+	0.6284	62.84%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.7061	70.61%
CYP2C9 inhibition	-	0.7646	76.46%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.8233	82.33%
CYP2C8 inhibition	-	0.7446	74.46%
CYP inhibitory promiscuity	-	0.6937	69.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.7255	72.55%
Skin corrosion	-	0.9837	98.37%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6690	66.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.6649	66.49%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4644	46.44%
Acute Oral Toxicity (c)	III	0.7109	71.09%
Estrogen receptor binding	+	0.8209	82.09%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7686	76.86%
Glucocorticoid receptor binding	+	0.7787	77.87%
Aromatase binding	+	0.7121	71.21%
PPAR gamma	-	0.5725	57.25%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.9935	99.35%

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	98.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.28%	94.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.59%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.66%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

• Baccharis trinervis

Cross-Links

• PubChem: 162899053
• LOTUS: LTS0163192
• wikiData: Q105136604