Carpaine

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	1d8b6363-3007-4266-a5ae-d6c388c8d125
Taxonomy	Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name	(1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione
SMILES (Canonical)	CC1C2CCC(N1)CCCCCCCC(=O)OC3CCC(CCCCCCCC(=O)O2)NC3C
SMILES (Isomeric)	C[C@H]1[C@@H]2CC[C@H](N1)CCCCCCCC(=O)O[C@H]3CC[C@@H](CCCCCCCC(=O)O2)N[C@H]3C
InChI	InChI=1S/C28H50N2O4/c1-21-25-19-17-23(29-21)13-9-5-3-8-12-16-28(32)34-26-20-18-24(30-22(26)2)14-10-6-4-7-11-15-27(31)33-25/h21-26,29-30H,3-20H2,1-2H3/t21-,22-,23+,24+,25-,26-/m0/s1
InChI Key	AMSCMASJCYVAIF-QCVMBYIASA-N
Popularity	106 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₅₀N₂O₄
Molecular Weight	478.70 g/mol
Exact Mass	478.37705808 g/mol
Topological Polar Surface Area (TPSA)	76.70 Å²
XlogP	6.30
Atomic LogP (AlogP)	5.57
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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3463-92-1

(+)-Carpaine

UNII-VLR223H4QP

VLR223H4QP

EINECS 222-414-2

CARPAINE, (+)-

CHEBI:3433

(1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione

13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclotriacontane-3,16-dione

(1S-(1R*,11S*,13R*,14R*,24S*,26R*))-13,26-DIMETHYL-2,15-DIOXA-12,25-DIAZATRICYCLO(22.2.2.211,14)TRIACONTANE-3,16-DIONE

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.8891	88.91%
Caco-2	-	0.7211	72.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6205	62.05%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7518	75.18%
P-glycoprotein inhibitior	+	0.6427	64.27%
P-glycoprotein substrate	-	0.9021	90.21%
CYP3A4 substrate	-	0.5593	55.93%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7625	76.25%
CYP3A4 inhibition	-	0.9814	98.14%
CYP2C9 inhibition	-	0.9653	96.53%
CYP2C19 inhibition	-	0.9417	94.17%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	-	0.9410	94.10%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8375	83.75%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6502	65.02%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7455	74.55%
Acute Oral Toxicity (c)	III	0.6677	66.77%
Estrogen receptor binding	+	0.5508	55.08%
Androgen receptor binding	-	0.5825	58.25%
Thyroid receptor binding	-	0.5581	55.81%
Glucocorticoid receptor binding	+	0.5787	57.87%
Aromatase binding	+	0.5834	58.34%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.9450	94.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5259	52.59%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.92%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.44%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL3012	Q13946	Phosphodiesterase 7A	91.08%	99.29%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.40%	93.04%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.66%	94.78%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.47%	92.88%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Trigonella foenum-graecum