[(4aR,5S,6R,8aS)-5-[(3S)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl acetate

Details

• Internal ID: 119d0986-3656-4d40-b902-fefeb52aa1f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(4aR,5S,6R,8aS)-5-[(3S)-5-hydroxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CCO)CCC=C2COC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]([C@@]1(C)CC[C@H](C)CCO)CCC=C2COC(=O)C)C
• InChI: InChI=1S/C22H38O3/c1-16(11-14-23)9-12-21(4)17(2)10-13-22(5)19(15-25-18(3)24)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: SLGMGFKPPLEAAO-HMNPXLOQSA-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	+	0.9875	98.75%
Caco-2	+	0.7011	70.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6522	65.22%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9394	93.94%
P-glycoprotein inhibitior	-	0.6803	68.03%
P-glycoprotein substrate	-	0.7217	72.17%
CYP3A4 substrate	+	0.6101	61.01%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.6695	66.95%
CYP2C9 inhibition	-	0.7906	79.06%
CYP2C19 inhibition	-	0.7608	76.08%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.8553	85.53%
CYP2C8 inhibition	-	0.6970	69.70%
CYP inhibitory promiscuity	-	0.7767	77.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6118	61.18%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.6583	65.83%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7818	78.18%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	-	0.6560	65.60%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.7520	75.20%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	-	0.5074	50.74%
Thyroid receptor binding	+	0.7528	75.28%
Glucocorticoid receptor binding	+	0.8256	82.56%
Aromatase binding	+	0.7652	76.52%
PPAR gamma	+	0.5876	58.76%
Honey bee toxicity	-	0.8048	80.48%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7505	75.05%
Fish aquatic toxicity	+	0.9900	99.00%

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	98.72%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.54%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.70%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.94%	94.00%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 101235635
• LOTUS: LTS0176739
• wikiData: Q105255312