(4S,5S)-Sapinofuranone B

Details

• Internal ID: 033b1513-45ee-43d3-82cb-609e1cc0a39d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (5S)-5-[(1S,2Z,4E)-1-hydroxyhexa-2,4-dienyl]oxolan-2-one
• SMILES (Canonical): CC=CC=CC(C1CCC(=O)O1)O
• SMILES (Isomeric): C/C=C/C=C\[C@@H]([C@@H]1CCC(=O)O1)O
• InChI: InChI=1S/C10H14O3/c1-2-3-4-5-8(11)9-6-7-10(12)13-9/h2-5,8-9,11H,6-7H2,1H3/b3-2+,5-4-/t8-,9-/m0/s1
• InChI Key: TUUOKFDGTUYGAJ-LQPXZVPDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8725	87.25%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9426	94.26%
CYP3A4 substrate	-	0.5750	57.50%
CYP2C9 substrate	-	0.8503	85.03%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9685	96.85%
CYP2C9 inhibition	-	0.9295	92.95%
CYP2C19 inhibition	-	0.8677	86.77%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.7894	78.94%
CYP2C8 inhibition	-	0.9724	97.24%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.5074	50.74%
Eye corrosion	+	0.7781	77.81%
Eye irritation	-	0.6548	65.48%
Skin irritation	+	0.5838	58.38%
Skin corrosion	+	0.6935	69.35%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5874	58.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7687	76.87%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.6308	63.08%
Estrogen receptor binding	-	0.8854	88.54%
Androgen receptor binding	-	0.8421	84.21%
Thyroid receptor binding	-	0.8333	83.33%
Glucocorticoid receptor binding	-	0.6800	68.00%
Aromatase binding	-	0.8807	88.07%
PPAR gamma	-	0.6082	60.82%
Honey bee toxicity	-	0.9078	90.78%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.7997	79.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.24%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.46%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.15%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%

Plants that contains it

• Allium neapolitanum
• Cycas armstrongii
• Cycas revoluta
• Ephedra aphylla
• Licaria armeniaca
• Mammillaria magnimamma
• Munronia pinnata
• Plectocephalus chilensis
• Quercus suber
• Trichilia hirta
• Typha domingensis

Cross-Links

• PubChem: 10631273
• NPASS: NPC112692
• LOTUS: LTS0153803
• wikiData: Q105265050