(1S,3aR,4R,7S,7aS)-4-hydroxy-4-methyl-7-propan-2-yl-1,2,3,3a,5,6,7,7a-octahydroindene-1-carboxylic acid

Details

• Internal ID: 2d20583e-4667-439b-91ed-212d95dbd4f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,3aR,4R,7S,7aS)-4-hydroxy-4-methyl-7-propan-2-yl-1,2,3,3a,5,6,7,7a-octahydroindene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC(C2C1C(CC2)C(=O)O)(C)O
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]([C@H]2[C@H]1[C@H](CC2)C(=O)O)(C)O
• InChI: InChI=1S/C14H24O3/c1-8(2)9-6-7-14(3,17)11-5-4-10(12(9)11)13(15)16/h8-12,17H,4-7H2,1-3H3,(H,15,16)/t9-,10-,11+,12+,14+/m0/s1
• InChI Key: OZQBIBCVAYBUAR-YCGPCKTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.34 g/mol
• Exact Mass: 240.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5724	57.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	0.8464	84.64%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9364	93.64%
P-glycoprotein inhibitior	-	0.9590	95.90%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	0.5708	57.08%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8542	85.42%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9747	97.47%
CYP1A2 inhibition	-	0.8095	80.95%
CYP2C8 inhibition	-	0.9317	93.17%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6682	66.82%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.5305	53.05%
Skin irritation	+	0.6474	64.74%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.7590	75.90%
Human Ether-a-go-go-Related Gene inhibition	-	0.7141	71.41%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6418	64.18%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6656	66.56%
Acute Oral Toxicity (c)	III	0.7094	70.94%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	-	0.5310	53.10%
Glucocorticoid receptor binding	+	0.6273	62.73%
Aromatase binding	-	0.8802	88.02%
PPAR gamma	-	0.7726	77.26%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9491	94.91%

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	96.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.78%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.99%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.95%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	85.77%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	84.40%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.74%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.30%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.23%	96.47%
CHEMBL4072	P07858	Cathepsin B	83.11%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.79%	100.00%
CHEMBL268	P43235	Cathepsin K	81.54%	96.85%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.17%	97.09%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 21575638
• LOTUS: LTS0048589
• wikiData: Q105204029