Botryosphaerilactone B

Details

• Internal ID: 77712383-49cc-4ce2-be37-7177177722e5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4R,5R)-4-[[(2S,3S,4S)-4-acetyl-3-methyloxolan-2-yl]oxymethyl]-3,5-dimethyloxolan-2-one
• SMILES (Canonical): CC1C(COC1OCC2C(C(=O)OC2C)C)C(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H](CO[C@@H]1OC[C@H]2[C@@H](C(=O)O[C@@H]2C)C)C(=O)C
• InChI: InChI=1S/C14H22O5/c1-7-12(10(4)19-13(7)16)6-18-14-8(2)11(5-17-14)9(3)15/h7-8,10-12,14H,5-6H2,1-4H3/t7-,8-,10+,11+,12-,14+/m0/s1
• InChI Key: QBYSXXFQLGDNCX-DDQFFZQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₅
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.14672380 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9531	95.31%
Caco-2	-	0.6612	66.12%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6321	63.21%
P-glycoprotein inhibitior	-	0.8105	81.05%
P-glycoprotein substrate	-	0.7245	72.45%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.9086	90.86%
CYP2C9 inhibition	-	0.8264	82.64%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.7817	78.17%
CYP2C8 inhibition	-	0.8987	89.87%
CYP inhibitory promiscuity	-	0.8679	86.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9156	91.56%
Eye irritation	+	0.5699	56.99%
Skin irritation	-	0.7755	77.55%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	+	0.6846	68.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8077	80.77%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8288	82.88%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.7531	75.31%
Estrogen receptor binding	+	0.6920	69.20%
Androgen receptor binding	-	0.6287	62.87%
Thyroid receptor binding	-	0.5454	54.54%
Glucocorticoid receptor binding	+	0.6073	60.73%
Aromatase binding	-	0.6410	64.10%
PPAR gamma	-	0.7399	73.99%
Honey bee toxicity	-	0.8189	81.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.8808	88.08%

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	94.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.65%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.38%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	81.28%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 44605080
• NPASS: NPC23317
• LOTUS: LTS0077101
• wikiData: Q77570368