Ceanothic acid - Compound Card

Ceanothic acid

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Ceanothic acid

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene

Canonical Smiles	CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)[C@@H](C(=O)O)[C@@H](C1(C)C)O)C(=O)O
InChI	InChI=1S/C30H46O5/c1-16(2)17-10-13-30(25(34)35)15-14-27(5)18(21(17)30)8-9-20-28(27,6)12-11-19-26(3,4)23(31)22(24(32)33)29(19,20)7/h17-23,31H,1,8-15H2,2-7H3,(H,32,33)(H,34,35)/t17-,18+,19-,20-,21+,22+,23-,27+,28+,29-,30-/m0/s1
InChIKey	WLCHQSHZHFLMJH-VILVJDKQSA-N
Formula	C₃₀H₄₆O₅
HBA	3
HBD	3
MW	486.69
Rotatable Bonds	3
TPSA	94.83
LogP	6.01
Number Rings	5
Number Aromatic Rings	0
Heavy Atom Count	35
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	486.33
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cassia arereh	Leguminosae/Fabaceae	Plantae	1977549

Showing of synonyms

Missi MB, Evina JN, et al. (2022). Antibacterial and cytotoxic activities of undescribed cassiaric acid and other constituents from Cassia arereh stem barks.. Natural product research,2022, 36(17), 4330-4339. [View] [PubMed]

Pubchem: 161352

Cas: 21302-79-4

Zinc: ZINC000044352451

Nmrshiftdb2: 60028664

Chembl: CHEMBL491069

Bindingdb: 50377959

CPRiL: 54954

SMILES: C1CCC(C12)CCC3C2CCC4C5C(CCC5)CCC34

Level: 0

Mol. Weight: 486.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.46
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.1
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.62

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.86
Plasma Protein Binding: 98.7
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 1.98
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 480.76
Hydration Free Energy: -2.72
Log(D) at pH=7.4: 1.68
Log(P): 5.59
Log S: -5.96
Log(Vapor Pressure): -12.09
Melting Point: 300.31
pKa Acid: 3.95
pKa Basic: 7.93

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	3	0.8347
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8102
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	3	0.8066
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7920
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7773
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7741
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7440
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7352
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7246
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7172
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.7015