[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-8,10-diacetyloxy-2-(2-acetyloxypropan-2-yl)-4,12,13-trihydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-7-yl] benzoate

Details

• Internal ID: 532faedc-75f9-4b28-adbe-47542d8452ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-8,10-diacetyloxy-2-(2-acetyloxypropan-2-yl)-4,12,13-trihydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-7-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1O)C(C)(C)OC(=O)C)OC4)O)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@@]4([C@H]3[C@@H]([C@@]2(C[C@@H]1O)C(C)(C)OC(=O)C)OC4)O)O)OC(=O)C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C33H42O12/c1-16-21(37)14-32(30(5,6)45-19(4)36)24(16)25(44-29(39)20-11-9-8-10-12-20)27(43-18(3)35)31(7)23(42-17(2)34)13-22(38)33(40)15-41-28(32)26(31)33/h8-12,21-23,25-28,37-38,40H,13-15H2,1-7H3/t21-,22-,23-,25+,26-,27-,28-,31+,32-,33-/m0/s1
• InChI Key: PVFZABXNZKIKMA-KNIUGVHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₂
• Molecular Weight: 630.70 g/mol
• Exact Mass: 630.26762677 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	-	0.7874	78.74%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8329	83.29%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.8260	82.60%
P-glycoprotein substrate	+	0.6455	64.55%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.6936	69.36%
CYP2C9 inhibition	-	0.6354	63.54%
CYP2C19 inhibition	-	0.7932	79.32%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.6699	66.99%
CYP2C8 inhibition	+	0.8265	82.65%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5391	53.91%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.6584	65.84%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7042	70.42%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5604	56.04%
skin sensitisation	-	0.7933	79.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	III	0.3748	37.48%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.6984	69.84%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.7027	70.27%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.81%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.86%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL5028	O14672	ADAM10	89.94%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.42%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.23%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.29%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.27%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.42%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.28%	81.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.81%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.24%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.78%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.60%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.64%	91.19%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.84%	85.31%
CHEMBL2996	Q05655	Protein kinase C delta	80.52%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.50%	94.00%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 11204417
• NPASS: NPC78588