Hydroxyhopane - Compound Card

Hydroxyhopane

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Hydroxyhopane

Structure
Zoomed Structure
  • Family: Plantae - Azzolaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Hopane-Type Triterpene
Canonical Smiles C[C@]12CC[C@@H]([C@@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C)C)C(O)(C)C
InChI InChI=1S/C30H52O/c1-25(2)15-9-16-28(6)22(25)14-19-30(8)24(28)11-10-23-27(5)17-12-20(26(3,4)31)21(27)13-18-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22-,23+,24+,27-,28-,29+,30+/m0/s1
InChIKey PNJBOAVCVAVRGR-UDCAXGDQSA-N
Formula C30H52O
HBA 1
HBD 1
MW 428.75
Rotatable Bonds 1
TPSA 20.23
LogP 8.25
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 428.4
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Azolla nilotica Azzolaceae Plantae 336974

Showing of synonyms

  • Arai Y, Nakagawa T, et al. (1998). Chemical constituents of aquatic fern Azolla nilotica. Phytochemistry,1998,48(3),471-474. [View]
Pubchem: 164874
Kegg Ligand: C06309
Chebi: 36484
Nmrshiftdb2: 60020108
Metabolights: MTBLC36484
CPRiL: 192638
Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 428.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.67
Plasma Protein Binding
87.34
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
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.71
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
2.2
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.14
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-35.25
Rat (Acute)
2.3
Rat (Chronic Oral)
1.59
Fathead Minnow
3.88
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
384.1
Hydration Free Energy
-3.06
Log(D) at pH=7.4
7.76
Log(P)
8.0
Log S
-7.27
Log(Vapor Pressure)
-7.96
Melting Point
251.13
pKa Acid
13.55
pKa Basic
8.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7800
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7800
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7732
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7732
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7447
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7447

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