2-(2',3,3,6a,7a-Pentamethylspiro[1a,2,2a,4,5,6-hexahydronaphtho[2,3-b]oxirene-7,5'-oxolane]-2'-yl)acetic acid

Details

• Internal ID: cd666f79-0e19-4212-9333-2e674ed13596
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(2',3,3,6a,7a-pentamethylspiro[1a,2,2a,4,5,6-hexahydronaphtho[2,3-b]oxirene-7,5'-oxolane]-2'-yl)acetic acid
• SMILES (Canonical): CC1(CCCC2(C1CC3C(C24CCC(O4)(C)CC(=O)O)(O3)C)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC3C(C24CCC(O4)(C)CC(=O)O)(O3)C)C)C
• InChI: InChI=1S/C20H32O4/c1-16(2)7-6-8-18(4)13(16)11-14-19(5,23-14)20(18)10-9-17(3,24-20)12-15(21)22/h13-14H,6-12H2,1-5H3,(H,21,22)
• InChI Key: CMOXPNCOCAKUIY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.16
• 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	+	0.9684	96.84%
Caco-2	+	0.7160	71.60%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6163	61.63%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.8753	87.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7031	70.31%
P-glycoprotein inhibitior	-	0.7311	73.11%
P-glycoprotein substrate	-	0.8574	85.74%
CYP3A4 substrate	+	0.6096	60.96%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8409	84.09%
CYP2C9 inhibition	-	0.7053	70.53%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.7659	76.59%
CYP2C8 inhibition	-	0.6188	61.88%
CYP inhibitory promiscuity	-	0.9355	93.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7788	77.88%
Skin irritation	-	0.6161	61.61%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5892	58.92%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5015	50.15%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7379	73.79%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.8795	87.95%
Androgen receptor binding	+	0.6214	62.14%
Thyroid receptor binding	+	0.7060	70.60%
Glucocorticoid receptor binding	+	0.5444	54.44%
Aromatase binding	+	0.8320	83.20%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9440	94.40%

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	96.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.16%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.64%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.60%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.57%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.92%	95.50%

Plants that contains it

• Ericameria paniculata
• Grindelia hirsutula
• Xanthocephalum gymnospermoides

Cross-Links

• PubChem: 74105482
• LOTUS: LTS0171428
• wikiData: Q104964995