Croomine

Details

• Internal ID: 2173d23e-bdfa-4974-ba83-bc2b2c90ee71
• Taxonomy: Alkaloids and derivatives > Stemona alkaloids > Tuberostemospironine-type alkaloids > Croomine-type alkaloids
• IUPAC Name: (3S,3'R,9S,9aS)-3'-methyl-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]spiro[1,2,3,5,6,7,8,9a-octahydropyrrolo[1,2-a]azepine-9,5'-oxolane]-2'-one
• SMILES (Canonical): CC1CC(OC1=O)C2CCC3N2CCCCC34CC(C(=O)O4)C
• SMILES (Isomeric): C[C@H]1C[C@H](OC1=O)[C@@H]2CC[C@@H]3N2CCCC[C@]34C[C@H](C(=O)O4)C
• InChI: InChI=1S/C18H27NO4/c1-11-9-14(22-16(11)20)13-5-6-15-18(7-3-4-8-19(13)15)10-12(2)17(21)23-18/h11-15H,3-10H2,1-2H3/t11-,12+,13-,14-,15-,18-/m0/s1
• InChI Key: FOGTVYCUHQOMDW-QANXDEHQSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₄
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.19400834 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 71239-66-2
• (3S,3'R,9S,9aS)-3'-methyl-3-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]spiro[1,2,3,5,6,7,8,9a-octahydropyrrolo[1,2-a]azepine-9,5'-oxolane]-2'-one
• Spiro(furan-2(5H),9'-(9H)pyrrolo(1,2-a)azepin)-5-one, decahydro-4-methyl-3'-(tetrahydro-4-methyl-5-oxo-2-furanyl)-, (3'S-(3'alpha(2R*,4R*),9'alpha(S*),9'aalpha))-
• SCHEMBL12920091
• CHEBI:69382
• DTXSID40221414
• Q27137721

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8917	89.17%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5003	50.03%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8013	80.13%
P-glycoprotein inhibitior	-	0.7820	78.20%
P-glycoprotein substrate	-	0.6429	64.29%
CYP3A4 substrate	+	0.6178	61.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3704	37.04%
CYP3A4 inhibition	-	0.8005	80.05%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.8761	87.61%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.5412	54.12%
CYP2C8 inhibition	-	0.9123	91.23%
CYP inhibitory promiscuity	-	0.9454	94.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9729	97.29%
Skin irritation	-	0.7826	78.26%
Skin corrosion	-	0.8721	87.21%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5158	51.58%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6484	64.84%
Acute Oral Toxicity (c)	III	0.6777	67.77%
Estrogen receptor binding	-	0.4940	49.40%
Androgen receptor binding	+	0.6490	64.90%
Thyroid receptor binding	+	0.5323	53.23%
Glucocorticoid receptor binding	+	0.7038	70.38%
Aromatase binding	+	0.5331	53.31%
PPAR gamma	-	0.7363	73.63%
Honey bee toxicity	-	0.8671	86.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.6902	69.02%

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	98.30%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.46%	85.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	92.19%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL238	Q01959	Dopamine transporter	90.77%	95.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.01%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.96%	93.04%
CHEMBL3012	Q13946	Phosphodiesterase 7A	88.19%	99.29%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.32%	93.40%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.02%	94.78%
CHEMBL1871	P10275	Androgen Receptor	84.91%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.02%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.96%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	82.05%	98.10%
CHEMBL204	P00734	Thrombin	82.03%	96.01%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.48%	94.45%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.38%	96.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.43%	94.66%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.28%	95.50%

Plants that contains it

• Croomia japonica
• Stemona japonica
• Stemona tuberosa

Cross-Links

• PubChem: 3085457
• NPASS: NPC141344
• LOTUS: LTS0177838
• wikiData: Q27137721