(1S,4S,5R,8S,13S,14R,16S,18S)-11-[2-[[(1S,5R,9R,13R,14R,15R,16R)-7-ethyl-14-hydroxy-5-methyl-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadec-11-en-12-yl]methoxy]ethyl]-5-methyl-17-methylidene-9-oxa-11-azahexacyclo[14.2.2.01,14.04,13.05,10.08,13]icosan-18-ol

Details

• Internal ID: 689f9f14-518e-49a7-b329-30cf5ed27767
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1S,4S,5R,8S,13S,14R,16S,18S)-11-[2-[[(1S,5R,9R,13R,14R,15R,16R)-7-ethyl-14-hydroxy-5-methyl-7-azahexacyclo[7.6.2.210,13.01,8.05,16.010,15]nonadec-11-en-12-yl]methoxy]ethyl]-5-methyl-17-methylidene-9-oxa-11-azahexacyclo[14.2.2.01,14.04,13.05,10.08,13]icosan-18-ol
• SMILES (Canonical): CCN1CC2(CCCC34C2CC(C31)C56C4C(C(CC5)C(=C6)COCCN7CC89C(CCC12C8CC(CC1)C(=C)C2O)C1(C7OC9CC1)C)O)C
• SMILES (Isomeric): CCN1C[C@@]2(CCC[C@@]34[C@@H]2C[C@@H](C31)C56[C@H]4[C@@H]([C@H](CC5)C(=C6)COCCN7C[C@@]89[C@H](CC[C@]12[C@H]8C[C@H](CC1)C(=C)[C@@H]2O)[C@@]1(C7O[C@H]9CC1)C)O)C
• InChI: InChI=1S/C44H64N2O4/c1-5-45-23-39(3)11-6-12-43-31(39)20-29(36(43)45)42-15-8-28(34(47)35(42)43)27(21-42)22-49-18-17-46-24-44-30(40(4)13-10-33(44)50-38(40)46)9-16-41-14-7-26(19-32(41)44)25(2)37(41)48/h21,26,28-38,47-48H,2,5-20,22-24H2,1,3-4H3/t26-,28+,29-,30+,31+,32+,33-,34+,35+,36?,37-,38?,39-,40+,41-,42?,43-,44+/m0/s1
• InChI Key: ALBFOIQKTORSNQ-DEULQUBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄N₂O₄
• Molecular Weight: 685.00 g/mol
• Exact Mass: 684.48660853 g/mol
• Topological Polar Surface Area (TPSA): 65.40 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8790	87.90%
Caco-2	-	0.8047	80.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3636	36.36%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8923	89.23%
P-glycoprotein inhibitior	+	0.7352	73.52%
P-glycoprotein substrate	+	0.7387	73.87%
CYP3A4 substrate	+	0.7462	74.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4097	40.97%
CYP3A4 inhibition	-	0.5711	57.11%
CYP2C9 inhibition	-	0.8788	87.88%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.8021	80.21%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5486	54.86%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9268	92.68%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6723	67.23%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5900	59.00%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7744	77.44%
Acute Oral Toxicity (c)	III	0.6147	61.47%
Estrogen receptor binding	+	0.7557	75.57%
Androgen receptor binding	+	0.7731	77.31%
Thyroid receptor binding	-	0.5413	54.13%
Glucocorticoid receptor binding	-	0.5208	52.08%
Aromatase binding	+	0.6133	61.33%
PPAR gamma	+	0.5890	58.90%
Honey bee toxicity	-	0.6867	68.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9010	90.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.76%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.53%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.31%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.10%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.03%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.24%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	88.93%	98.35%
CHEMBL1937	Q92769	Histone deacetylase 2	88.52%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.38%	89.62%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.07%	95.69%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.06%	82.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.23%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.55%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.68%	93.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.41%	90.08%
CHEMBL5646	Q6L5J4	FML2_HUMAN	81.35%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.15%	82.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.14%	95.00%
CHEMBL206	P03372	Estrogen receptor alpha	80.54%	97.64%

Plants that contains it

• Stemona tuberosa

Cross-Links

• PubChem: 102258287
• NPASS: NPC268667