(1S,4S,5R,6S,7R,11S)-5-chloro-2,10-dioxatricyclo[5.3.1.04,11]undecane-4,6,9-triol

Details

• Internal ID: f57ddbe3-6491-44fe-ba74-801b2ff5b110
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1S,4S,5R,6S,7R,11S)-5-chloro-2,10-dioxatricyclo[5.3.1.04,11]undecane-4,6,9-triol
• SMILES (Canonical): C1C2C3C(OCC3(C(C2O)Cl)O)OC1O
• SMILES (Isomeric): C1[C@@H]2[C@@H]3[C@@H](OC[C@@]3([C@@H]([C@H]2O)Cl)O)OC1O
• InChI: InChI=1S/C9H13ClO5/c10-7-6(12)3-1-4(11)15-8-5(3)9(7,13)2-14-8/h3-8,11-13H,1-2H2/t3-,4?,5-,6+,7-,8+,9-/m1/s1
• InChI Key: IRXIOTLCTXBESO-DSTLYXNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃ClO₅
• Molecular Weight: 236.65 g/mol
• Exact Mass: 236.0451512 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8161	81.61%
Caco-2	-	0.8228	82.28%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5180	51.80%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9346	93.46%
P-glycoprotein inhibitior	-	0.9632	96.32%
P-glycoprotein substrate	-	0.8484	84.84%
CYP3A4 substrate	+	0.5377	53.77%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.9686	96.86%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.8839	88.39%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.8962	89.62%
CYP2C8 inhibition	-	0.7573	75.73%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8338	83.38%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9577	95.77%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6978	69.78%
Micronuclear	-	0.6773	67.73%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5198	51.98%
Acute Oral Toxicity (c)	III	0.4369	43.69%
Estrogen receptor binding	-	0.5762	57.62%
Androgen receptor binding	-	0.6366	63.66%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	-	0.4698	46.98%
Aromatase binding	-	0.7050	70.50%
PPAR gamma	-	0.6342	63.42%
Honey bee toxicity	+	0.5751	57.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5829	58.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.00%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.88%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.55%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.84%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.08%	96.77%
CHEMBL230	P35354	Cyclooxygenase-2	83.71%	89.63%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.92%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	82.31%	90.17%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 5320904
• NPASS: NPC56730