Rauniticine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	e354f8c8-366f-40d8-8e62-fa614594f56d
Taxonomy	Alkaloids and derivatives > Yohimbine alkaloids
IUPAC Name	methyl (1S,15S,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
SMILES (Canonical)	CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=CC=CC=C45
SMILES (Isomeric)	C[C@@H]1[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=CC=CC=C45
InChI	InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15+,16+,19+/m1/s1
InChI Key	GRTOGORTSDXSFK-OYWVLEMYSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₄N₂O₃
Molecular Weight	352.40 g/mol
Exact Mass	352.17869263 g/mol
Topological Polar Surface Area (TPSA)	54.60 Å²
XlogP	2.70
Atomic LogP (AlogP)	3.18
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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5299-09-2

CHEMBL486933

SCHEMBL17088320

NSC72291

BDBM50480279

NSC 72291

NSC-72291

16,17-Didehydro-19-methyloxayohimban-16-carboxylic acid methyl ester (Isomer)

Oxayohimban-16-carboxylic acid, 16,17-didehydro-19-methyl-, methyl ester, (19beta,20alpha)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5153	51.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.7446	74.46%
OCT2 inhibitior	-	0.5389	53.89%
BSEP inhibitior	+	0.7992	79.92%
P-glycoprotein inhibitior	+	0.6707	67.07%
P-glycoprotein substrate	+	0.6682	66.82%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.6722	67.22%
CYP3A4 inhibition	+	0.5387	53.87%
CYP2C9 inhibition	+	0.8901	89.01%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	+	0.8931	89.31%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.6483	64.83%
CYP inhibitory promiscuity	-	0.5903	59.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7078	70.78%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9924	99.24%
Skin irritation	-	0.7722	77.22%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9348	93.48%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	+	0.5869	58.69%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.5140	51.40%
Glucocorticoid receptor binding	+	0.5648	56.48%
Aromatase binding	-	0.7654	76.54%
PPAR gamma	-	0.6559	65.59%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9489	94.89%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	7.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL240	Q12809	HERG	91.48%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.16%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL5028	O14672	ADAM10	88.47%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	86.43%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL2535	P11166	Glucose transporter	85.39%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.23%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.08%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.