2-[(2'S,4aS,8R,8aS)-2',4,4,7,8a-pentamethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 0aaaff39-be28-4034-a832-55e6198088f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'S,4aS,8R,8aS)-2',4,4,7,8a-pentamethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)[C@@H]2[C@@]([C@@]13CC[C@@](O3)(C)CC(=O)O)(CCCC2(C)C)C
• InChI: InChI=1S/C20H30O4/c1-13-11-14(21)16-17(2,3)7-6-8-19(16,5)20(13)10-9-18(4,24-20)12-15(22)23/h11,16H,6-10,12H2,1-5H3,(H,22,23)/t16-,18-,19-,20+/m0/s1
• InChI Key: JVIYPGBZCHMRSE-FRYIKTPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 3
• 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	+	0.9898	98.98%
Caco-2	+	0.7615	76.15%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.7304	73.04%
OATP1B3 inhibitior	+	0.9028	90.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5112	51.12%
P-glycoprotein inhibitior	-	0.7456	74.56%
P-glycoprotein substrate	-	0.8717	87.17%
CYP3A4 substrate	+	0.5725	57.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9012	90.12%
CYP3A4 inhibition	-	0.6545	65.45%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	-	0.7312	73.12%
CYP inhibitory promiscuity	-	0.9034	90.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5745	57.45%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7956	79.56%
Skin irritation	+	0.6099	60.99%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3792	37.92%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.7443	74.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7661	76.61%
Acute Oral Toxicity (c)	III	0.4194	41.94%
Estrogen receptor binding	+	0.8368	83.68%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	+	0.7599	75.99%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	+	0.7031	70.31%
PPAR gamma	+	0.6643	66.43%
Honey bee toxicity	-	0.9610	96.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.36%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.09%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.12%	86.00%

Plants that contains it

• Ericameria paniculata
• Grindelia hirsutula

Cross-Links

• PubChem: 21638550
• LOTUS: LTS0230655
• wikiData: Q104253414