[(1R,5R,6R,8R,11S,12S,14R,15S,16R,18S)-5-acetyloxy-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,7,12,16-tetramethyl-19-oxapentacyclo[9.8.0.01,18.03,8.012,16]nonadec-3-en-14-yl] acetate

Details

• Internal ID: 25127fee-95b6-487e-825f-a22dfe763ab1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,5R,6R,8R,11S,12S,14R,15S,16R,18S)-5-acetyloxy-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-7,7,12,16-tetramethyl-19-oxapentacyclo[9.8.0.01,18.03,8.012,16]nonadec-3-en-14-yl] acetate
• SMILES (Canonical): CC(C1C(CC2(C1(CC3C4(C2CCC5C(=CC(C(C5(C)C)NC(=O)C6=CC=CC=C6)OC(=O)C)C4)O3)C)C)OC(=O)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(C[C@H]3[C@@]4([C@H]2CC[C@@H]5C(=C[C@H]([C@@H](C5(C)C)NC(=O)C6=CC=CC=C6)OC(=O)C)C4)O3)C)C)OC(=O)C)N(C)C
• InChI: InChI=1S/C37H52N2O6/c1-21(39(8)9)31-28(44-23(3)41)19-35(6)29-16-15-26-25(18-37(29)30(45-37)20-36(31,35)7)17-27(43-22(2)40)32(34(26,4)5)38-33(42)24-13-11-10-12-14-24/h10-14,17,21,26-32H,15-16,18-20H2,1-9H3,(H,38,42)/t21-,26+,27+,28+,29-,30-,31-,32-,35-,36+,37+/m0/s1
• InChI Key: IZCOVOGPZWOJIB-PQLHSWSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂N₂O₆
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.38253738 g/mol
• Topological Polar Surface Area (TPSA): 97.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9252	92.52%
Caco-2	-	0.8022	80.22%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5350	53.50%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.6872	68.72%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	+	0.9444	94.44%
P-glycoprotein inhibitior	+	0.7927	79.27%
P-glycoprotein substrate	+	0.6835	68.35%
CYP3A4 substrate	+	0.7071	70.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7613	76.13%
CYP3A4 inhibition	+	0.7384	73.84%
CYP2C9 inhibition	-	0.6757	67.57%
CYP2C19 inhibition	-	0.6193	61.93%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.6567	65.67%
CYP2C8 inhibition	+	0.6638	66.38%
CYP inhibitory promiscuity	-	0.5823	58.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9291	92.91%
Skin irritation	-	0.7527	75.27%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7810	78.10%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6019	60.19%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4516	45.16%
Acute Oral Toxicity (c)	III	0.5900	59.00%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	+	0.5647	56.47%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	+	0.7354	73.54%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.6241	62.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	95.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.12%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	92.72%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL4072	P07858	Cathepsin B	89.45%	93.67%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.76%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.11%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.23%	94.08%
CHEMBL5028	O14672	ADAM10	86.46%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.94%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.43%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.38%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.65%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.25%	89.23%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 23257190
• LOTUS: LTS0214563
• wikiData: Q104888958