4beta,6alpha-dihydroxydauc-8-ene-10-one - Compound Card

4beta,6alpha-dihydroxydauc-8-ene-10-one

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4beta,6alpha-dihydroxydauc-8-ene-10-one

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC1=CC(=O)[C@@]2([C@@H]([C@H](C1)O)[C@@](O)(CC2)C(C)C)C
InChI InChI=1S/C15H24O3/c1-9(2)15(18)6-5-14(4)12(17)8-10(3)7-11(16)13(14)15/h8-9,11,13,16,18H,5-7H2,1-4H3/t11-,13+,14+,15+/m0/s1
InChIKey IDUCKAORVITGQK-ZGKBOVNRSA-N
Formula C15H24O3
HBA 3
HBD 2
MW 252.35
Rotatable Bonds 1
TPSA 57.53
LogP 2.07
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 252.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula sinaica Apiaceae Plantae 1514050

Showing of synonyms

  • Ahmed AA (1991). Daucanes and other constituents from Ferula sinaica. Phytochemistry,1991,30(4),1207-1210. [View]
Pubchem: 14239512

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC=CC2=O

Level: 0

Mol. Weight: 252.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.19
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
47.81
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.02
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.27
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.92
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
-0.94
Rat (Acute)
2.86
Rat (Chronic Oral)
1.62
Fathead Minnow
3.62
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
325.46
Hydration Free Energy
-9.48
Log(D) at pH=7.4
1.16
Log(P)
2.32
Log S
-1.7
Log(Vapor Pressure)
-5.38
Melting Point
140.67
pKa Acid
8.72
pKa Basic
5.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7981
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7981
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7977
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7977
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7865
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7865
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7861
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7861
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7719
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7719
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7371
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7371
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7103
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7103
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7088
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7088
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7028
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7028

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