[(3R,3aS,4R,6R,6aS,7R,8R,9bR)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 1801d55b-2298-4ed3-b2d1-e6fd96fc48de
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(3R,3aS,4R,6R,6aS,7R,8R,9bR)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CCCC(=O)OC1CC(C2C(C(C(=C2C3C1(C(C(=O)O3)(C)O)O)C)OC(=O)C(=CC)C)OC(=O)C(=CC)C)(C)OC(=O)C
• SMILES (Isomeric): CCCC(=O)O[C@@H]1C[C@@]([C@@H]2[C@H]([C@@H](C(=C2[C@@H]3[C@@]1([C@@](C(=O)O3)(C)O)O)C)OC(=O)/C(=C\C)/C)OC(=O)/C(=C\C)/C)(C)OC(=O)C
• InChI: InChI=1S/C31H42O12/c1-10-13-20(33)39-19-14-29(8,43-18(7)32)22-21(25-31(19,38)30(9,37)28(36)42-25)17(6)23(40-26(34)15(4)11-2)24(22)41-27(35)16(5)12-3/h11-12,19,22-25,37-38H,10,13-14H2,1-9H3/b15-11-,16-12-/t19-,22+,23-,24-,25-,29-,30+,31+/m1/s1
• InChI Key: WGZSCTFYIFHHGT-WMRDPNBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₂
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.26762677 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 8

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	-	0.7808	78.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7164	71.64%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.8327	83.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9705	97.05%
P-glycoprotein inhibitior	+	0.8474	84.74%
P-glycoprotein substrate	+	0.8873	88.73%
CYP3A4 substrate	+	0.6819	68.19%
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	+	0.4767	47.67%
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	-	0.9043	90.43%
Skin irritation	-	0.5445	54.45%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
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	+	0.4748	47.48%
Acute Oral Toxicity (c)	II	0.3602	36.02%
Estrogen receptor binding	+	0.7483	74.83%
Androgen receptor binding	+	0.7019	70.19%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.7480	74.80%
Aromatase binding	+	0.7152	71.52%
PPAR gamma	+	0.7028	70.28%
Honey bee toxicity	-	0.7205	72.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	96.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.78%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.57%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.81%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.47%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.22%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.64%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.83%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.57%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.00%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.31%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%

Plants that contains it

• Thapsia garganica

Cross-Links

• PubChem: 163043068
• LOTUS: LTS0227549
• wikiData: Q105305161