Shearinine O

Details

• Internal ID: 01b7727c-2d57-4091-994a-8b0c3c7a62ee
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (2S,3R,8R,12S,15S)-12-hydroxy-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),5,10,18(30),19,22(27),28-heptaen-9-one
• InChI: InChI=1S/C37H45NO5/c1-32(2)18-24-21-16-27-22(13-19(21)14-25(24)34(5,6)43-32)23-15-20-9-12-37(41)26-17-28(39)31(33(3,4)40)42-29(26)10-11-35(37,7)36(20,8)30(23)38-27/h10,13,16-17,20,31,38,40-41H,9,11-12,14-15,18H2,1-8H3/t20-,31-,35+,36+,37+/m0/s1
• InChI Key: RQPYXDSIXUKREP-LQDUPRBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₅NO₅
• Molecular Weight: 583.80 g/mol
• Exact Mass: 583.32977354 g/mol
• Topological Polar Surface Area (TPSA): 91.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 6.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (2S,3R,8R,12S,15S)-12-hydroxy-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),5,10,18(30),19,22(27),28-heptaen-9-one
• (2S,3R,8R,12S,15S)-12-hydroxy-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),5,10,18(30),19,22(27),28-heptaen-9-one
• RefChem:182702
• CHEMBL4442190
• SCHEMBL31589995
• CHEBI:224328

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.7844	78.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5652	56.52%
OATP2B1 inhibitior	-	0.7073	70.73%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9893	98.93%
P-glycoprotein inhibitior	+	0.7951	79.51%
P-glycoprotein substrate	+	0.7107	71.07%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.7033	70.33%
CYP inhibitory promiscuity	-	0.6863	68.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4773	47.73%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9160	91.60%
Skin irritation	-	0.6857	68.57%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.6719	67.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4737	47.37%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7958	79.58%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.7427	74.27%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.7881	78.81%
Aromatase binding	+	0.7619	76.19%
PPAR gamma	+	0.6921	69.21%
Honey bee toxicity	-	0.7129	71.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	99.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.66%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.28%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	93.37%	95.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.74%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.60%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.32%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.72%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.55%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	90.34%	97.05%
CHEMBL1907	P15144	Aminopeptidase N	90.16%	93.31%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.95%	89.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.33%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	88.67%	91.49%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.46%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.05%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	86.66%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	86.39%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.74%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.85%	96.39%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.36%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.85%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.58%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.47%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.02%	95.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.83%	85.11%
CHEMBL220	P22303	Acetylcholinesterase	80.51%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.32%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721025
• LOTUS: LTS0131937
• wikiData: Q105243516