Botryosphaerilactone A

Details

• Internal ID: 8d56df37-d30b-40aa-93d3-7253b72f1f13
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4R,5R)-4-[[(2S,3S,4R,5R)-4-(hydroxymethyl)-3,5-dimethyloxolan-2-yl]oxymethyl]-3,5-dimethyloxolan-2-one
• SMILES (Canonical): CC1C(C(OC1OCC2C(C(=O)OC2C)C)C)CO
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H](O[C@@H]1OC[C@H]2[C@@H](C(=O)O[C@@H]2C)C)C)CO
• InChI: InChI=1S/C14H24O5/c1-7-12(10(4)18-13(7)16)6-17-14-8(2)11(5-15)9(3)19-14/h7-12,14-15H,5-6H2,1-4H3/t7-,8-,9+,10+,11-,12-,14-/m0/s1
• InChI Key: GGZMQQUHNRCSRE-WRVUBZDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₅
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9192	91.92%
Caco-2	-	0.5961	59.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7357	73.57%
P-glycoprotein inhibitior	-	0.8564	85.64%
P-glycoprotein substrate	-	0.9142	91.42%
CYP3A4 substrate	-	0.5197	51.97%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.8352	83.52%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8492	84.92%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8232	82.32%
CYP2C8 inhibition	-	0.9442	94.42%
CYP inhibitory promiscuity	-	0.8778	87.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9487	94.87%
Eye irritation	-	0.8322	83.22%
Skin irritation	-	0.7555	75.55%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6678	66.78%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6762	67.62%
Acute Oral Toxicity (c)	III	0.6614	66.14%
Estrogen receptor binding	-	0.5847	58.47%
Androgen receptor binding	-	0.6197	61.97%
Thyroid receptor binding	-	0.4923	49.23%
Glucocorticoid receptor binding	-	0.5970	59.70%
Aromatase binding	-	0.5752	57.52%
PPAR gamma	-	0.6520	65.20%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5410	54.10%

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	93.93%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.30%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.38%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	87.16%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

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: 102161309
• NPASS: NPC168977
• LOTUS: LTS0088000
• wikiData: Q77281146