Iervin

Details

• Internal ID: d8b11e65-f306-4edf-82af-ccb009ddd4b6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Jerveratrum-type alkaloids
• IUPAC Name: 3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
• SMILES (Canonical): CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)O)C)NC1
• SMILES (Isomeric): CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)O)C)NC1
• InChI: InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3
• InChI Key: CLEXYFLHGFJONT-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₃
• Molecular Weight: 425.60 g/mol
• Exact Mass: 425.29299411 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• NSC7520
• 11-Ketocyclopamine
• 17,23.beta.-Epoxy-3.beta.-hydroxyveratraman-11-one
• Cambridge id 6650911
• Oprea1_026500
• MLS001212077
• CHEMBL1402135
• SCHEMBL10098326
• Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3.beta.,23.beta.)-
• DTXSID60871652
• CLEXYFLHGFJONT-UHFFFAOYSA-N
• HMS2819P05
• BCP28214
• Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-
• AKOS000591301
• AKOS037514708
• LS-15205
• NCI60_041644
• SMR000518437
• 3-Hydroxy-17,23-epoxyveratraman-11-one
• AB00114221-01
• AB00114221-06
• SR-01000809871
• SR-01000809871-3
• (2'R,3S,3'R,3a'S,6aS,6bS,6'S,7a'R,11aS,11bR)-3-Hydroxy-3',6',10,11b-tetramethyl-1,3,3a',4,4',5',6,6a,6b,6',7,7',7a',8,11a,11b-hexadecahydro-3'H-spiro[benzo[a]fluorene-9,2'-furo[3,2-b]pyridin]-11(2H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5523	55.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6033	60.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5811	58.11%
BSEP inhibitior	+	0.8000	80.00%
P-glycoprotein inhibitior	-	0.4374	43.74%
P-glycoprotein substrate	+	0.5768	57.68%
CYP3A4 substrate	+	0.7045	70.45%
CYP2C9 substrate	-	0.7688	76.88%
CYP2D6 substrate	-	0.8070	80.70%
CYP3A4 inhibition	-	0.9521	95.21%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.6021	60.21%
CYP inhibitory promiscuity	-	0.9087	90.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.7014	70.14%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6791	67.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7528	75.28%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7682	76.82%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5422	54.22%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	+	0.6795	67.95%
Glucocorticoid receptor binding	+	0.8666	86.66%
Aromatase binding	+	0.7590	75.90%
PPAR gamma	+	0.5202	52.02%
Honey bee toxicity	-	0.6971	69.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.6611	66.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.59%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.08%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.98%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.90%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.27%	100.00%
CHEMBL4072	P07858	Cathepsin B	88.97%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	86.83%	88.84%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.74%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	86.59%	94.75%
CHEMBL1871	P10275	Androgen Receptor	86.09%	96.43%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.12%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.35%	93.04%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.27%	91.38%
CHEMBL255	P29275	Adenosine A2b receptor	84.17%	98.59%
CHEMBL2581	P07339	Cathepsin D	83.37%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.16%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.98%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.98%	90.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.33%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	81.07%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.40%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

• Veratrum album
• Veratrum dahuricum
• Veratrum grandiflorum
• Veratrum stamineum
• Veratrum viride

Cross-Links

• PubChem: 222153
• LOTUS: LTS0125013
• wikiData: Q104888980