[(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4,7-di(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-8-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 4d405da7-1f28-465a-a83c-486e749bf780
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4,7-di(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-8-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C30H42O12/c1-9-12-19(32)38-18-14-28(7,42-17(6)31)22-21(25-30(18,37)29(8,36)27(35)41-25)16(5)23(40-26(34)15(4)11-3)24(22)39-20(33)13-10-2/h11,18,22-25,36-37H,9-10,12-14H2,1-8H3/b15-11-/t18-,22+,23-,24-,25-,28-,29+,30+/m0/s1
• InChI Key: OQHLHYFMMVYVRR-NYYYGNQTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₂
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.26762677 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9539	95.39%
Caco-2	-	0.7757	77.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7164	71.64%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.8327	83.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9783	97.83%
P-glycoprotein inhibitior	+	0.8184	81.84%
P-glycoprotein substrate	+	0.8969	89.69%
CYP3A4 substrate	+	0.6804	68.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	+	0.6486	64.86%
CYP2C9 inhibition	+	0.7407	74.07%
CYP2C19 inhibition	+	0.7314	73.14%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	+	0.8056	80.56%
CYP2C8 inhibition	+	0.5080	50.80%
CYP inhibitory promiscuity	-	0.8558	85.58%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5445	54.45%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6109	61.09%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8364	83.64%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5259	52.59%
Acute Oral Toxicity (c)	II	0.3602	36.02%
Estrogen receptor binding	+	0.7629	76.29%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7689	76.89%
Aromatase binding	+	0.7539	75.39%
PPAR gamma	+	0.6842	68.42%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9644	96.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.17%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.30%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.37%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.47%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.61%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.83%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.41%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.38%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.24%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%

Plants that contains it

• Thapsia garganica

Cross-Links

• PubChem: 15946378
• LOTUS: LTS0167661
• wikiData: Q105196813