2-[(1S,2S,4aS,8aR)-2',5,5,8a-tetramethyl-6-oxospiro[1,3,4,4a,7,8-hexahydronaphthalene-2,5'-cyclopenta-1,3-diene]-1-yl]acetic acid

Details

• Internal ID: 8a3cc05b-bd18-4fee-9a31-da6f7f8c56e8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 2-[(1S,2S,4aS,8aR)-2',5,5,8a-tetramethyl-6-oxospiro[1,3,4,4a,7,8-hexahydronaphthalene-2,5'-cyclopenta-1,3-diene]-1-yl]acetic acid
• SMILES (Canonical): CC1=CC2(CCC3C(C(=O)CCC3(C2CC(=O)O)C)(C)C)C=C1
• SMILES (Isomeric): CC1=C[C@]2(CC[C@H]3[C@@]([C@@H]2CC(=O)O)(CCC(=O)C3(C)C)C)C=C1
• InChI: InChI=1S/C20H28O3/c1-13-5-9-20(12-13)10-6-14-18(2,3)16(21)7-8-19(14,4)15(20)11-17(22)23/h5,9,12,14-15H,6-8,10-11H2,1-4H3,(H,22,23)/t14-,15+,19+,20-/m1/s1
• InChI Key: PTNYLVIHHOOWHT-VVVONTASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7016	70.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8027	80.27%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9038	90.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8144	81.44%
P-glycoprotein inhibitior	-	0.7891	78.91%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.5871	58.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.8226	82.26%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.9732	97.32%
CYP2C8 inhibition	-	0.7228	72.28%
CYP inhibitory promiscuity	-	0.9094	90.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9962	99.62%
Eye irritation	-	0.9091	90.91%
Skin irritation	+	0.6875	68.75%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4317	43.17%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5693	56.93%
skin sensitisation	+	0.5292	52.92%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8360	83.60%
Acute Oral Toxicity (c)	I	0.4475	44.75%
Estrogen receptor binding	+	0.6198	61.98%
Androgen receptor binding	-	0.5374	53.74%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.5974	59.74%
Aromatase binding	+	0.5662	56.62%
PPAR gamma	+	0.6392	63.92%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	92.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.57%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.12%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL5028	O14672	ADAM10	82.61%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.05%	90.17%

Plants that contains it

• Croton lachnostachyus

Cross-Links

• PubChem: 163002984
• LOTUS: LTS0062513
• wikiData: Q105214791