3alpha,4alpha-dihydroxy-neo-clerodan-15-oic acid - Compound Card

3alpha,4alpha-dihydroxy-neo-clerodan-15-oic acid

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3alpha,4alpha-dihydroxy-neo-clerodan-15-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Cistaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OC(=O)CC(CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CC[C@H]([C@@]2(C)O)O)C)C
InChI InChI=1S/C20H36O4/c1-13(12-17(22)23)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16(21)20(19,5)24/h13-16,21,24H,6-12H2,1-5H3,(H,22,23)/t13?,14-,15-,16-,18+,19-,20-/m1/s1
InChIKey HXWFNTAOIMPSJN-KDAJAUJNSA-N
Formula C20H36O4
HBA 3
HBD 3
MW 340.5
Rotatable Bonds 5
TPSA 77.76
LogP 3.84
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 340.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cistus libanotis Cistaceae Plantae 335171

Showing of synonyms

  • Abd El-Latif R.R, Mansour R.M, et al. (2014). Three new flavonol glycosides from Suaeda maritima. Journal of Asian natural products research, 2014, 16(5), 434-9. [View] [PubMed]
Pubchem: 101761133

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 340.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.68
Plasma Protein Binding
80.92
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
Non-Inhibitor

Excretion

Clearance
3.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.0
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.77
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-0.66
Rat (Acute)
1.96
Rat (Chronic Oral)
1.78
Fathead Minnow
3.81
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
403.63
Hydration Free Energy
-8.02
Log(D) at pH=7.4
1.12
Log(P)
3.45
Log S
-3.67
Log(Vapor Pressure)
-8.36
Melting Point
148.65
pKa Acid
4.81
pKa Basic
8.43
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 0.8618
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8512
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7917
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7836
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7538
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7515
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7182
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7060

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