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	Helvolic acid
	Molecular Formula	C33H44O8
	IUPAC Name*	(2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
	SMILES	C[C@H]1[C@@H]2[C@@H](C(=O)[C@]3([C@H]([C@]2(C=CC1=O)C)CC[C@@H]\4[C@@]3(C[C@@H](/C4=C(/CCC=C(C)C)\C(=O)O)OC(=O)C)C)C)OC(=O)C
	InChI	InChI=1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,32+,33-/m1/s1
	InChIKey	MDFZYGLOIJNNRM-OAJDADRGSA-N
	Synonyms	helvolic acid; Fumigacin; 29400-42-8; MZX54GS8AH; CHEBI:62460; (2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid; 16-(Acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid; HELVOLIC ACID FROM CEPHALOSPORIUM*CAERULENS; (4alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17beta)-6,16- bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid; UNII-MZX54GS8AH; NSC 319943; BRN 3230584; NSC-319943; HELVOLIC ACID [MI]; 3-10-00-04777 (Beilstein Handbook Reference); CHEMBL505132; MEGxm0_000011; ACon0_000265; ACon1_000380; DTXSID201017874; HY-N6728; ZINC253530014; LMPR0106080005; NCGC00169132-01; NCGC00169132-02; 29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4-alpha,6-beta,8-alpha,9-beta,13-alpha,14-beta,16-beta,17-beta)-; 29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4.alpha.,6.beta.,8.alpha.,9.beta.,13.alpha.,14.beta.,16.beta.,17Z)-; BH162732; CS-0086553; J-017496; BRD-K08133434-001-01-0; Q27131924; (17Z)-6beta,16beta-diacetoxy-4alpha,8,14-trimethyl-3,7-dioxo-5alpha,8alpha,9beta,13alpha,14beta-18-norcholesta-1,17,24-trien-21-oic acid; (2Z)-2-(6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene)-6-methylhept-5-enoic acid; (2Z)-2-[(4alpha,5alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17Z)-6,16-diacetoxy-4,8,10,14-tetramethyl-3,7-dioxogon-1-en-17-ylidene]-6-methylhept-5-enoic acid; (Z)-6.BETA.,16.BETA.-DIHYDROXY-3,7-DIOXO-29-NOR-8.ALPHA.,9.BETA.,13.ALPHA.,14.BETA.-DAMMARA-1,17(20),24-TRIEN-21-OIC ACID DIACETATE; NCGC00169132-02_C33H44O8_(4alpha,5alpha,6beta,8alpha,9beta,13alpha,14beta,16beta,17Z)-6,16-Diacetoxy-4,8,14-trimethyl-3,7-dioxo-18-norcholesta-1,17,24-trien-21-oic acid
	CAS	29400-42-8
	PubChem CID	3002143
	ChEMBL ID	CHEMBL505132

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Lipids and lipid-like mol Class: Steroids and steroid deri Subclass: Steroid esters Direct Parent: Steroid esters	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:	568.7	ALogp:	5.1
HBD:	1	HBA:	8
Rotatable Bonds:	8	Lipinski's rule of five:	Rejected
Polar Surface Area:	124.0	Aromatic Rings:	4
Heavy Atoms:	41	QED Weighted:	0.248

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.405	MDCK Permeability:	0.00004270
Pgp-inhibitor:	0.979	Pgp-substrate:	0.982
Human Intestinal Absorption (HIA):	0.2	20% Bioavailability (F20%):	0.717
30% Bioavailability (F30%):	0.739

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.969	Plasma Protein Binding (PPB):	95.54%
Volume Distribution (VD):	0.563	Fu:	8.37%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008	CYP1A2-substrate:	0.068
CYP2C19-inhibitor:	0.016	CYP2C19-substrate:	0.357
CYP2C9-inhibitor:	0.013	CYP2C9-substrate:	0.048
CYP2D6-inhibitor:	0.002	CYP2D6-substrate:	0.026
CYP3A4-inhibitor:	0.397	CYP3A4-substrate:	0.336

ADMET: Excretion

Clearance (CL):

1.799

Half-life (T1/2):

0.219

ADMET: Toxicity

hERG Blockers:	0.001	Human Hepatotoxicity (H-HT):	0.196
Drug-inuced Liver Injury (DILI):	0.575	AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.933	Maximum Recommended Daily Dose:	0.436
Skin Sensitization:	0.137	Carcinogencity:	0.7
Eye Corrosion:	0.934	Eye Irritation:	0.137
Respiratory Toxicity:	0.983

*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
ENC005487		0.973			D0X7XG		0.475
ENC003484		0.889			D0G7KJ		0.295
ENC003780		0.826			D01ZOG		0.272
ENC005154		0.803			D08BDT		0.270
ENC005236		0.803			D0H2MO		0.267
ENC002467		0.787			D0X2LV		0.267
ENC005155		0.748			D09IEE		0.265
ENC003848		0.713			D09WYX		0.263
ENC003846		0.633			D0D2TN		0.255
ENC005153		0.630			D0OL7F		0.252

*Note: the compound similarity was calculated by RDKIT.