Lentinulactam - Compound Card

Lentinulactam

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Lentinulactam

Family: Fungi - Polyporaceae
Kingdom: Fungi
Class: Terpenoid
- Subclass: Sesquiterpene

Canonical Smiles	O=C1C[C@@]2(O)C[C@H]3[C@@H]([C@@](C1=C)(C2)C)[C@H](O)C(C3)(C)C
InChI	InChI=1S/C16H24O3/c1-9-11(17)7-16(19)6-10-5-14(2,3)13(18)12(10)15(9,4)8-16/h10,12-13,18-19H,1,5-8H2,2-4H3/t10-,12+,13-,15+,16-/m0/s1
InChIKey	WRYSXSAJJWKAPL-KYBZKERUSA-N
Formula	C₁₆H₂₄O₃
HBA	3
HBD	2
MW	264.36
Rotatable Bonds	0
TPSA	57.53
LogP	2.07
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	19
Formal Charge	0
Fraction CSP3	0.81
Exact Mass	264.17
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Lentinus fasciatus	Polyporaceae	Fungi	580083

Showing of synonyms

Helaly S, Richter C, et al. (2016). Lentinulactam, a hirsutane sesquiterpene with an unprecedented lactam modification. Tetrahedron Letters, 2016, 57(52), 5911-5913. [View]

Pubchem: 132494766

No compound-protein relationship available.

SMILES: C1C2C(=C)C(=O)CC1CC(C23)CCC3

Level: 0

Mol. Weight: 264.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.53
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.360
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.53

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.570
Plasma Protein Binding: 54.81
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 13.190
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 342.750
Hydration Free Energy: -7.840
Log(D) at pH=7.4: 1.820
Log(P): 2.04
Log S: -2.38
Log(Vapor Pressure): -5.76
Melting Point: 176.19
pKa Acid: 7.89
pKa Basic: 5.55

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8716
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.8631
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8332
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8184
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8073
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8021
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7740
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7636
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7621
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7481
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7356
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7280
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7125
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7039
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7025