Heptelidic acid chlorohydrin

Details

• Internal ID: 110e81b9-e274-4b98-9194-3904df20becd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5aS,6R,9S,9aS)-9-(chloromethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC(C2C1C=C(COC2=O)C(=O)O)(CCl)O
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]([C@@H]2[C@@H]1C=C(COC2=O)C(=O)O)(CCl)O
• InChI: InChI=1S/C15H21ClO5/c1-8(2)10-3-4-15(20,7-16)12-11(10)5-9(13(17)18)6-21-14(12)19/h5,8,10-12,20H,3-4,6-7H2,1-2H3,(H,17,18)/t10-,11-,12-,15-/m1/s1
• InChI Key: BJGUEPXNQKBVBW-RTWAVKEYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁ClO₅
• Molecular Weight: 316.77 g/mol
• Exact Mass: 316.1077515 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL1242108
• SCHEMBL15723242
• Heptelidic acid chlorohydrin_130129
• (5aS,6R,9S,9aS)-9-(chloromethyl)-9-hydroxy-1-oxo-6-propan-2-yl-3,5a,6,7,8,9a-hexahydro-2-benzoxepine-4-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	+	0.6073	60.73%
Blood Brain Barrier	+	0.5928	59.28%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6346	63.46%
BSEP inhibitior	-	0.8547	85.47%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.5738	57.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9095	90.95%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.8354	83.54%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.8062	80.62%
CYP2C8 inhibition	-	0.8965	89.65%
CYP inhibitory promiscuity	-	0.9595	95.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8256	82.56%
Carcinogenicity (trinary)	Non-required	0.5486	54.86%
Eye corrosion	-	0.9751	97.51%
Eye irritation	-	0.9437	94.37%
Skin irritation	-	0.7162	71.62%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7607	76.07%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7181	71.81%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5862	58.62%
Acute Oral Toxicity (c)	III	0.5342	53.42%
Estrogen receptor binding	+	0.5796	57.96%
Androgen receptor binding	+	0.6210	62.10%
Thyroid receptor binding	+	0.6373	63.73%
Glucocorticoid receptor binding	+	0.7564	75.64%
Aromatase binding	-	0.6868	68.68%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9227	92.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9292	92.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL4072	P07858	Cathepsin B	87.16%	93.67%
CHEMBL4040	P28482	MAP kinase ERK2	82.54%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.82%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.59%	93.56%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.06%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10335945
• LOTUS: LTS0014657
• wikiData: Q77281174