(3S)-5-[(1S,2R,4aR,7R,8aR)-7-methoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 47ba785a-3f8e-4cbc-bf6e-479381670fa3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,7R,8aR)-7-methoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C21H36O3/c1-14(11-19(22)23)7-9-20(4)15(2)8-10-21(5)16(3)12-17(24-6)13-18(20)21/h12,14-15,17-18H,7-11,13H2,1-6H3,(H,22,23)/t14-,15+,17-,18+,20-,21-/m0/s1
• InChI Key: CGVBOYIYAFIARZ-AILWYZJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₃
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5756	57.56%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7689	76.89%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.5833	58.33%
P-glycoprotein inhibitior	-	0.5320	53.20%
P-glycoprotein substrate	-	0.6722	67.22%
CYP3A4 substrate	+	0.6305	63.05%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.8003	80.03%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	-	0.7483	74.83%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.8940	89.40%
Skin irritation	+	0.6050	60.50%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4659	46.59%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5380	53.80%
skin sensitisation	-	0.6549	65.49%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7958	79.58%
Acute Oral Toxicity (c)	III	0.7857	78.57%
Estrogen receptor binding	+	0.7581	75.81%
Androgen receptor binding	-	0.5059	50.59%
Thyroid receptor binding	+	0.7289	72.89%
Glucocorticoid receptor binding	+	0.6733	67.33%
Aromatase binding	+	0.7123	71.23%
PPAR gamma	+	0.5565	55.65%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9851	98.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.46%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.04%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.24%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.91%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.33%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162931061
• LOTUS: LTS0165873
• wikiData: Q104958266