Chrysothame

Details

• Internal ID: 0b1d388b-2c78-49bd-8f19-f503a60c16d6
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 2-[(1R,2'S,3S,3aS,7aS)-2',3a,7,7-tetramethyl-1-(2-oxopropyl)spiro[4,5,6,7a-tetrahydro-1H-2-benzofuran-3,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC(=O)CC1C2C(CCCC2(C3(O1)CCC(O3)(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): CC(=O)C[C@@H]1[C@@H]2[C@](CCCC2(C)C)([C@]3(O1)CC[C@@](O3)(C)CC(=O)O)C
• InChI: InChI=1S/C20H32O5/c1-13(21)11-14-16-17(2,3)7-6-8-19(16,5)20(24-14)10-9-18(4,25-20)12-15(22)23/h14,16H,6-12H2,1-5H3,(H,22,23)/t14-,16+,18+,19+,20+/m1/s1
• InChI Key: FKFUHHRKZZBUFR-KXAOQFNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.5852	58.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7114	71.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.8960	89.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8101	81.01%
P-glycoprotein inhibitior	-	0.6556	65.56%
P-glycoprotein substrate	-	0.8354	83.54%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8153	81.53%
CYP2C9 inhibition	-	0.8462	84.62%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	-	0.7139	71.39%
CYP inhibitory promiscuity	-	0.9699	96.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6628	66.28%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.7659	76.59%
Skin irritation	-	0.6343	63.43%
Skin corrosion	-	0.8886	88.86%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4503	45.03%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.7857	78.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6335	63.35%
Acute Oral Toxicity (c)	III	0.5641	56.41%
Estrogen receptor binding	+	0.8844	88.44%
Androgen receptor binding	+	0.6006	60.06%
Thyroid receptor binding	+	0.7272	72.72%
Glucocorticoid receptor binding	+	0.6654	66.54%
Aromatase binding	+	0.7830	78.30%
PPAR gamma	+	0.5815	58.15%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9358	93.58%

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	97.74%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.16%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.18%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.70%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	86.01%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.62%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.82%	83.82%

Plants that contains it

• Ericameria paniculata
• Grindelia hirsutula

Cross-Links

• PubChem: 21638549
• LOTUS: LTS0238076
• wikiData: Q104996586