Terrestrol L

Details

• Internal ID: dd17a2a6-156d-49cd-8666-eeb5ef23437d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5R,6S)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1C(C(C=C(C1=O)Cl)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](C=C(C1=O)Cl)O)O
• InChI: InChI=1S/C7H9ClO3/c1-3-6(10)4(8)2-5(9)7(3)11/h2-3,5,7,9,11H,1H3/t3-,5+,7-/m1/s1
• InChI Key: FVAPDNPZMMPASW-SYTVJDICSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉ClO₃
• Molecular Weight: 176.60 g/mol
• Exact Mass: 176.0240218 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• RefChem:188105
• SCHEMBL31658447
• CHEBI:210378
• (4S,5R,6S)-2-chloro-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.6197	61.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8691	86.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9678	96.78%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.9722	97.22%
CYP3A4 substrate	-	0.5976	59.76%
CYP2C9 substrate	-	0.7709	77.09%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.7356	73.56%
CYP2C19 inhibition	-	0.6717	67.17%
CYP2D6 inhibition	-	0.8497	84.97%
CYP1A2 inhibition	-	0.6298	62.98%
CYP2C8 inhibition	-	0.9878	98.78%
CYP inhibitory promiscuity	-	0.7993	79.93%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6747	67.47%
Carcinogenicity (trinary)	Non-required	0.4966	49.66%
Eye corrosion	-	0.6353	63.53%
Eye irritation	+	0.6874	68.74%
Skin irritation	+	0.7193	71.93%
Skin corrosion	-	0.5849	58.49%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8246	82.46%
Micronuclear	+	0.6181	61.81%
Hepatotoxicity	+	0.6926	69.26%
skin sensitisation	+	0.7061	70.61%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6798	67.98%
Acute Oral Toxicity (c)	III	0.7365	73.65%
Estrogen receptor binding	-	0.8451	84.51%
Androgen receptor binding	-	0.8262	82.62%
Thyroid receptor binding	-	0.7738	77.38%
Glucocorticoid receptor binding	-	0.8377	83.77%
Aromatase binding	-	0.9044	90.44%
PPAR gamma	-	0.8447	84.47%
Honey bee toxicity	-	0.9364	93.64%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9332	93.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.20%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.70%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54772161
• LOTUS: LTS0233176
• wikiData: Q77492080