Altiloxin A

Details

• Internal ID: 09c38ef6-f746-4ed3-814b-aa5b50d7cf20
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1aS,3R,4R,4aR,8aR)-3-hydroxy-3,4a,8,8-tetramethyl-1a,2,4,5,6,7-hexahydronaphtho[4,4a-b]oxirene-4-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C13C(O3)CC(C2C(=O)O)(C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@]13[C@@H](O3)C[C@@]([C@@H]2C(=O)O)(C)O)(C)C
• InChI: InChI=1S/C15H24O4/c1-12(2)6-5-7-13(3)10(11(16)17)14(4,18)8-9-15(12,13)19-9/h9-10,18H,5-8H2,1-4H3,(H,16,17)/t9-,10+,13+,14+,15+/m0/s1
• InChI Key: LGLGMAPTXWEBIH-HFTJKPBSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1aS,3R,4R,4aR,8aR)-3-hydroxy-3,4a,8,8-tetramethyl-1a,2,4,5,6,7-hexahydronaphtho[4,4a-b]oxirene-4-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9303	93.03%
Caco-2	+	0.7474	74.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5031	50.31%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9157	91.57%
P-glycoprotein inhibitior	-	0.9141	91.41%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	+	0.5810	58.10%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.5819	58.19%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.6973	69.73%
CYP2C8 inhibition	-	0.9158	91.58%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.6608	66.08%
Skin irritation	-	0.5313	53.13%
Skin corrosion	-	0.8716	87.16%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7089	70.89%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7632	76.32%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6267	62.67%
Acute Oral Toxicity (c)	III	0.5164	51.64%
Estrogen receptor binding	+	0.6161	61.61%
Androgen receptor binding	+	0.6772	67.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5383	53.83%
Aromatase binding	-	0.6180	61.80%
PPAR gamma	-	0.7297	72.97%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9086	90.86%

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	94.83%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.00%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.31%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.57%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.28%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.13%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.01%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21771906
• LOTUS: LTS0061247
• wikiData: Q75059953