(3R)-5-[(1aS,3aR,4S,5R,7aS,7bR)-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpentanoic acid

Details

• Internal ID: 5763d24f-c506-458b-92f5-edc64adeca4a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: (3R)-5-[(1aS,3aR,4S,5R,7aS,7bR)-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H34O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h13-16H,6-12H2,1-5H3,(H,21,22)/t13-,14-,15-,16+,18+,19+,20+/m1/s1
• InChI Key: BICYIDCEMFENPE-QPQQWRKNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.5507	55.07%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5350	53.50%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8218	82.18%
P-glycoprotein inhibitior	-	0.7584	75.84%
P-glycoprotein substrate	-	0.7734	77.34%
CYP3A4 substrate	+	0.6061	60.61%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.6944	69.44%
CYP2C9 inhibition	-	0.6450	64.50%
CYP2C19 inhibition	-	0.8344	83.44%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.7078	70.78%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.9399	93.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7344	73.44%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8244	82.44%
Skin irritation	-	0.5447	54.47%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5476	54.76%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6472	64.72%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6866	68.66%
Acute Oral Toxicity (c)	III	0.6272	62.72%
Estrogen receptor binding	+	0.8334	83.34%
Androgen receptor binding	+	0.5784	57.84%
Thyroid receptor binding	+	0.7533	75.33%
Glucocorticoid receptor binding	+	0.6166	61.66%
Aromatase binding	+	0.7943	79.43%
PPAR gamma	+	0.6013	60.13%
Honey bee toxicity	-	0.8153	81.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9577	95.77%

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	96.22%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.17%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.19%	96.61%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.92%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.48%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.57%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.53%	94.45%
CHEMBL3776	Q14790	Caspase-8	80.50%	97.06%
CHEMBL221	P23219	Cyclooxygenase-1	80.19%	90.17%

Plants that contains it

• Brickellia secundiflora

Cross-Links

• PubChem: 162977092
• LOTUS: LTS0067101
• wikiData: Q104936392