3beta-hydroxy-lup-20(29)-ene-23,28 dioic acid - Compound Card

3beta-hydroxy-lup-20(29)-ene-23,28 dioic acid

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3beta-hydroxy-lup-20(29)-ene-23,28 dioic acid

Structure
Zoomed Structure
  • Family: Plantae - Amaranthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles CC(=C)C1CC[C@]2(C1C1=CC[C@H]3[C@@]([C@]1(C)CC2)(C)CCC1[C@]3(C)CC[C@@H]([C@@]1(C)C(=O)O)O)C(=O)O
InChI InChI=1S/C30H44O5/c1-17(2)18-9-14-30(25(34)35)16-15-27(4)19(23(18)30)7-8-20-26(3)12-11-22(31)29(6,24(32)33)21(26)10-13-28(20,27)5/h7,18,20-23,31H,1,8-16H2,2-6H3,(H,32,33)(H,34,35)/t18?,20-,21?,22+,23?,26-,27-,28-,29+,30+/m1/s1
InChIKey JBOCZNOTAXENTI-XMEMERBBSA-N
Formula C30H44O5
HBA 3
HBD 3
MW 484.68
Rotatable Bonds 3
TPSA 94.83
LogP 6.07
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 484.32
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Anabasis articulata Amaranthaceae Plantae 996498

Showing of synonyms

  • Gamal G, Abo-El-Seoud KA, et al. (2022). Triterpenoids from the aerial parts of Anabasis articulata (Forssk) Moq: gastroprotective effect in vivo with in silico studies, cytotoxic and antimicrobial activities. Nat Prod Res. 2022, 36(16), 4076-4084.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 484.68 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.66
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.75
Plasma Protein Binding
90.18
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-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
0.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.89
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.69
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.66
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-274.88
Rat (Acute)
2.25
Rat (Chronic Oral)
2.73
Fathead Minnow
3.98
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
451.57
Hydration Free Energy
-2.67
Log(D) at pH=7.4
1.75
Log(P)
5.76
Log S
-5.92
Log(Vapor Pressure)
-11.61
Melting Point
295.46
pKa Acid
3.51
pKa Basic
8.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8459
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8181
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7887
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7844
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7836
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7600
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7575
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7549
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7525
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7384
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7357
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7354
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7344
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7317
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7300
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7276
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7226
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7224
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7124
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7081
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7035

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