16alpha-hydroxybassic acid - Compound Card

16alpha-hydroxybassic acid

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16alpha-hydroxybassic acid

Family: Plantae - Sapotaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Phytosterol

Canonical Smiles	OC[C@]1(C)[C@@H](O)[C@@H](O)C[C@]2(C1CC[C@@]1(C2CC=C2[C@@]1(C)C[C@@H](O)[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C
InChI	InChI=1S/C30H48O6/c1-25(2)11-12-30(24(35)36)18(13-25)17-7-8-21-26(3)14-19(32)23(34)27(4,16-31)20(26)9-10-28(21,5)29(17,6)15-22(30)33/h7,18-23,31-34H,8-16H2,1-6H3,(H,35,36)/t18-,19-,20?,21?,22+,23-,26-,27-,28+,29+,30+/m0/s1
InChIKey	KGGGRGBDMBZXKF-NAOQAKNZSA-N
Formula	C₃₀H₄₈O₆
HBA	5
HBD	5
MW	504.71
Rotatable Bonds	2
TPSA	118.22
LogP	4.15
Number Rings	5
Number Aromatic Rings	0
Heavy Atom Count	36
Formal Charge	0
Fraction CSP3	0.9
Exact Mass	504.35
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Vitellaria paradoxa	Sapotaceae	Plantae	292385

Showing of synonyms

Eyong KO, Foyet HS, et al. (2015). A new ursane triterpenoic acid and other potential anti-inflammatory and anti-arthritic constituents from EtOAc extracts of Vitellaria paradoxa stem bark.. Journal of ethnopharmacology,2015, 174, 277-286. [View] [PubMed]

Pubchem: 24982182

Chembl: CHEMBL1722733

No compound-protein relationship available.

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 504.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.59
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.18
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.51

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.15
Plasma Protein Binding: 87.45
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: 3.22
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 472.59
Hydration Free Energy: -3.27
Log(D) at pH=7.4: 2.81
Log(P): 4.2
Log S: -4.28
Log(Vapor Pressure): -11.05
Melting Point: 278.87
pKa Acid: 4.85
pKa Basic: 7.21

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8879
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8444
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8181
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8149
Iota toxin component Ia	Q46220	Q46220_CLOPF	Clostridium perfringens	3	0.8126
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.8098
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.7648
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7553
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.7405
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7089
Actin, alpha skeletal muscle	P68135	ACTS_RABIT	Oryctolagus cuniculus	3	0.7055