EMNPD

NPs Basic Information
NPs Species Source
NPs Content
NPs Biological Activity
NPs Physi-Chem Properties
NPs ADMET Properties
Similar NPs and Drugs

NPs Basic Information

Download MOL File	Name	Caryophyllene
	Molecular Formula	C15H24
	IUPAC Name*	(1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
	SMILES	C/C/1=C\CCC(=C)[C@H]2CC([C@@H]2CC1)(C)C
	InChI	InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1
	InChIKey	NPNUFJAVOOONJE-GFUGXAQUSA-N
	Synonyms	BETA-CARYOPHYLLENE; Caryophyllene; trans-Caryophyllene; (-)-trans-Caryophyllene; 87-44-5; L-Caryophyllene; (-)-beta-caryophyllene; (-)-(E)-Caryophyllene; .beta.-Caryophyllene; b-caryophyllene; trans-beta-caryophyllene; (E)-Caryophyllene; (E)-beta-caryophyllene; Beta-Caryophylene; trans-.beta.-Caryophyllene; (-)-Caryophyllene; .beta.-Caryophyllen; FEMA No. 2252; CHEBI:10357; (E)-beta-caryophylene; .beta.-(E)-Caryophyllene; beta-Caryophyllen; NSC-11906; (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene; g-Caryophyllene; 8-Methylene-4,11,11-(trimethyl)bicyclo(7.2.0)undec-4-ene; NSC 11906; (1R,4E,9S)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene; Bicyclo(7.2.0)undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-; E-.beta.-caryophyllene; BHW853AU9H; .beta.-Caryophyllene, (-); Tincturoid; 8-Methylene-4,11,11-(trimethyl)bicyclo[7.2.0]undec-4-ene; NSC11906; Caryophyllene B; beta-cariofillene; (1R,4E,9S)-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene; beta-caryophillene; (1R,4E,9S)-4,11,11-TRIMETHYL-8-METHYLENEBICYCLO(7.2.0)UNDEC-4-ENE; Bicyclo[7.2.0]undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-; Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R-(1R,4E,9S)]-; E-beta-caryophyllene; MFCD00075925; Caryophyllene, (E); (?)-b-caryophyllene; beta-(e)-caryophyllene; beta-trans-caryophyllene; (?)-trans-Caryophyllene; DSSTox_CID_4739; CARYOPHYLLENE [MI]; .beta.-trans-Caryophyllene; (-)-I(2)-caryophyllene; DSSTox_RID_77517; DSSTox_GSID_24739; CHEMBL445740; BETA-CARYOPHYLLENE [FCC]; DTXSID8024739; BETA-CARYOPHYLLENE [INCI]; Bicyclo(7.2.0)undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-; HY-N1415; ZINC8234282; .BETA.-CARYOPHYLLENE [FHFI]; Tox21_301497; (1S,9R)-6,10,10-trimethyl-2-methylenebicyclo[7.2.0]undec-5-ene; BDBM50529607; s6058; AKOS024283988; LMPR0103120001; beta-Caryophyllene, >=80%, FCC, FG; CAS-87-44-5; NCGC00142620-01; NCGC00255159-01; (-)-trans-Caryophyllene, analytical standard; CS-0016839; C09629; beta-Caryophyllene 2000 microg/mL in Acetonitrile; Q421614; W-109317; (-)-trans-Caryophyllene, >=98.5% (sum of enantiomers, GC); trans-(1R,9S)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene; 8-Methylene-4,11,11-(trimethyl)bicyclo(7.2.0)undec-4-ene, (1R,4E,9S)-; Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (E)-(1R,9S)-(-)-; Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R- (1R,4E,9S)]-
	CAS	87-44-5
	PubChem CID	5281515
	ChEMBL ID	CHEMBL445740

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Lipids and lipid-like mol Class: Prenol lipids Subclass: Sesquiterpenoids Direct Parent: Sesquiterpenoids	ClassyFire Version 1.0 PMID:27867422

NPs Species Source

	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference
	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.

**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name
	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name

NPs Physi-Chem Properties

Molecular Weight:	204.35	ALogp:	4.4
HBD:	0	HBA:	0
Rotatable Bonds:	0	Lipinski's rule of five:	Accepted
Polar Surface Area:	0.0	Aromatic Rings:	2
Heavy Atoms:	15	QED Weighted:	0.478

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.611	MDCK Permeability:	0.00002260
Pgp-inhibitor:	0.095	Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.004	20% Bioavailability (F20%):	0.765
30% Bioavailability (F30%):	0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.557	Plasma Protein Binding (PPB):	92.17%
Volume Distribution (VD):	2.514	Fu:	9.21%

ADMET: Metabolism

CYP1A2-inhibitor:	0.566	CYP1A2-substrate:	0.583
CYP2C19-inhibitor:	0.4	CYP2C19-substrate:	0.829
CYP2C9-inhibitor:	0.379	CYP2C9-substrate:	0.879
CYP2D6-inhibitor:	0.078	CYP2D6-substrate:	0.766
CYP3A4-inhibitor:	0.161	CYP3A4-substrate:	0.254

ADMET: Excretion

Clearance (CL):

5.458

Half-life (T1/2):

0.1

ADMET: Toxicity

hERG Blockers:	0.019	Human Hepatotoxicity (H-HT):	0.157
Drug-inuced Liver Injury (DILI):	0.131	AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.03	Maximum Recommended Daily Dose:	0.834
Skin Sensitization:	0.606	Carcinogencity:	0.065
Eye Corrosion:	0.661	Eye Irritation:	0.886
Respiratory Toxicity:	0.307

*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs					Similar Drugs
NPs ID	NPs 2D Structure	Similarity Score			TTD ID	Drug 2D Structure	Similarity Score
ENC001826		1.000			D0L2LS		0.262
ENC001663		0.673			D0D2VS		0.259
ENC002199		0.519			D0K0EK		0.250
ENC002652		0.519			D06CGB		0.247
ENC001469		0.491			D0A2AJ		0.247
ENC001297		0.446			D0Z1XD		0.244
ENC002990		0.414			D0F2AK		0.241
ENC001316		0.414			D0C7JF		0.241
ENC000800		0.390			D00ZFP		0.241
ENC001279		0.373			D04ATM		0.236

*Note: the compound similarity was calculated by RDKIT.