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

Details

• Internal ID: 18462e9c-85f9-4382-a7e6-2802efdd5a6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpentanoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(CC(=O)O)C=O)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@@H](CC(=O)O)C=O)CCC=C2C)C
• InChI: InChI=1S/C20H32O3/c1-14-6-5-7-17-19(14,3)10-8-15(2)20(17,4)11-9-16(13-21)12-18(22)23/h6,13,15-17H,5,7-12H2,1-4H3,(H,22,23)/t15-,16+,17+,19+,20+/m1/s1
• InChI Key: URGHRZVTTBFQLL-ORZNMBHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.86
• 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	+	0.9918	99.18%
Caco-2	+	0.6273	62.73%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6601	66.01%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6468	64.68%
P-glycoprotein inhibitior	-	0.6391	63.91%
P-glycoprotein substrate	-	0.8269	82.69%
CYP3A4 substrate	+	0.5947	59.47%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.6976	69.76%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8854	88.54%
CYP2C8 inhibition	-	0.7151	71.51%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9582	95.82%
Skin irritation	+	0.5559	55.59%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.7666	76.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.3859	38.59%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	+	0.6205	62.05%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7560	75.60%
Acute Oral Toxicity (c)	III	0.8068	80.68%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.5196	51.96%
Thyroid receptor binding	+	0.7233	72.33%
Glucocorticoid receptor binding	+	0.7256	72.56%
Aromatase binding	+	0.7359	73.59%
PPAR gamma	+	0.5277	52.77%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.66%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.46%	90.17%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.19%	93.56%

Plants that contains it

• Acritopappus teixeirae

Cross-Links

• PubChem: 162939387
• LOTUS: LTS0210641
• wikiData: Q105277764