[(1S,2S,4S,5R,6R,7S,8R,9R,12R)-7-acetyloxy-4,5-dibenzoyloxy-2,8-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] furan-3-carboxylate

Details

• Internal ID: b2afb0a1-57e5-4455-9b64-963abd00b265
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,4S,5R,6R,7S,8R,9R,12R)-7-acetyloxy-4,5-dibenzoyloxy-2,8-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] furan-3-carboxylate
• SMILES (Canonical): CC(=O)OC1C(C2C(C3(C1(C(C(CC3(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C)OC2(C)C)OC(=O)C6=COC=C6)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@@H]2[C@H]([C@]3([C@]1([C@H]([C@H](C[C@]3(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C)OC2(C)C)OC(=O)C6=COC=C6)O
• InChI: InChI=1S/C36H38O12/c1-20(37)44-29-26(38)25-28(47-32(41)23-16-17-43-19-23)36(48-33(25,2)3)34(4,42)18-24(45-30(39)21-12-8-6-9-13-21)27(35(29,36)5)46-31(40)22-14-10-7-11-15-22/h6-17,19,24-29,38,42H,18H2,1-5H3/t24-,25+,26+,27-,28+,29+,34-,35-,36-/m0/s1
• InChI Key: PUVXJJZSUSJDJK-QZMXWJRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈O₁₂
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.23632664 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9632	96.32%
Caco-2	-	0.7957	79.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6257	62.57%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8213	82.13%
OATP1B3 inhibitior	+	0.8036	80.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9301	93.01%
P-glycoprotein inhibitior	+	0.9123	91.23%
P-glycoprotein substrate	-	0.6056	60.56%
CYP3A4 substrate	+	0.6852	68.52%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.6972	69.72%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8960	89.60%
CYP2C8 inhibition	+	0.7340	73.40%
CYP inhibitory promiscuity	-	0.9116	91.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.3660	36.60%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8916	89.16%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8479	84.79%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7934	79.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5697	56.97%
Acute Oral Toxicity (c)	III	0.4844	48.44%
Estrogen receptor binding	+	0.7694	76.94%
Androgen receptor binding	+	0.7014	70.14%
Thyroid receptor binding	+	0.6366	63.66%
Glucocorticoid receptor binding	+	0.7108	71.08%
Aromatase binding	+	0.5933	59.33%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.23%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.55%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.12%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.97%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.19%	94.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.92%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.45%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.86%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.81%	98.75%
CHEMBL5028	O14672	ADAM10	83.05%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.82%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	82.23%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.68%	91.19%

Plants that contains it

• Celastrus glaucophyllus

Cross-Links

• PubChem: 101624012
• LOTUS: LTS0176530
• wikiData: Q104398012