[(2S,3R,6S,8S,9R,12S,15S,21R,22S)-12,21-dihydroxy-8-(2-hydroxypropan-2-yl)-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18,20(28),26,29-hexaen-9-yl] acetate

Details

• Internal ID: 26cd32db-4e39-4927-aac8-bc0aeafe76c9
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: [(2S,3R,6S,8S,9R,12S,15S,21R,22S)-12,21-dihydroxy-8-(2-hydroxypropan-2-yl)-2,3,23,23,25,25-hexamethyl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18,20(28),26,29-hexaen-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=C2C(CCC3(C2(CCC4C3(C5=C(C4)C6=CC7=C(C=C6N5)C8=CC(OC(C8C7O)(C)C)(C)C)C)O)C)OC1C(C)(C)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C=C2[C@H](CC[C@]3([C@]2(CC[C@@H]4[C@@]3(C5=C(C4)C6=CC7=C(C=C6N5)C8=CC(OC([C@@H]8[C@H]7O)(C)C)(C)C)C)O)C)O[C@@H]1C(C)(C)O
• InChI: InChI=1S/C39H51NO7/c1-19(41)45-29-17-26-28(46-33(29)35(4,5)43)11-12-37(8)38(9)20(10-13-39(26,37)44)14-24-22-15-23-21(16-27(22)40-32(24)38)25-18-34(2,3)47-36(6,7)30(25)31(23)42/h15-18,20,28-31,33,40,42-44H,10-14H2,1-9H3/t20-,28-,29+,30-,31-,33-,37+,38+,39+/m0/s1
• InChI Key: SHMYDSYGDWIPKT-JBERRKGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₁NO₇
• Molecular Weight: 645.80 g/mol
• Exact Mass: 645.36655297 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 5.95
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.8154	81.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5887	58.87%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8334	83.34%
OATP1B3 inhibitior	+	0.8759	87.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.9864	98.64%
P-glycoprotein inhibitior	+	0.7973	79.73%
P-glycoprotein substrate	+	0.6970	69.70%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.7550	75.50%
CYP2C9 inhibition	-	0.8724	87.24%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	+	0.8255	82.55%
CYP2C8 inhibition	+	0.7897	78.97%
CYP inhibitory promiscuity	-	0.6145	61.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4590	45.90%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9120	91.20%
Skin irritation	-	0.6891	68.91%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4891	48.91%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8195	81.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5080	50.80%
Acute Oral Toxicity (c)	III	0.5130	51.30%
Estrogen receptor binding	+	0.7881	78.81%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.7768	77.68%
Aromatase binding	+	0.7266	72.66%
PPAR gamma	+	0.7290	72.90%
Honey bee toxicity	-	0.7186	71.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.80%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.24%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.15%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.65%	80.96%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.58%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.24%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.71%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.49%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.08%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.45%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.70%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.28%	94.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.30%	94.80%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.67%	96.39%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.49%	97.28%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.38%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.06%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.83%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.59%	97.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163188322
• LOTUS: LTS0030186
• wikiData: Q105253076