3beta-11-dihydroxyisoiphion-4-one - Compound Card

3beta-11-dihydroxyisoiphion-4-one

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3beta-11-dihydroxyisoiphion-4-one

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles O[C@H]1CC[C@]2([C@@]1(C[C@@H](CC2)C(O)(C)C)C(=O)C)C
InChI InChI=1S/C15H26O3/c1-10(16)15-9-11(13(2,3)18)5-7-14(15,4)8-6-12(15)17/h11-12,17-18H,5-9H2,1-4H3/t11-,12+,14+,15+/m1/s1
InChIKey MVIRDLIVVBWEQK-DHMWGJHJSA-N
Formula C15H26O3
HBA 3
HBD 2
MW 254.37
Rotatable Bonds 2
TPSA 57.53
LogP 2.29
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 254.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Jasonia montana Asteraceae Plantae 441235

Showing of synonyms

  • Ahmed AA, Jakupovic J (1990). Sesqui- and monoterpenes from Jasonia montana. Phytochemistry,1990,29(11),3658-3661. [View]
Pubchem: 14705661
Nmrshiftdb2: 70015119

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCCC2

Level: 0

Mol. Weight: 254.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.31
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.35
Plasma Protein Binding
49.6
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
Non-Substrate
CYP 2C9 Inhibitor
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
9.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.3
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.94
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
-0.4
Rat (Acute)
2.26
Rat (Chronic Oral)
1.68
Fathead Minnow
3.57
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
325.21
Hydration Free Energy
-8.3
Log(D) at pH=7.4
1.24
Log(P)
1.92
Log S
-1.93
Log(Vapor Pressure)
-4.96
Melting Point
151.37
pKa Acid
10.02
pKa Basic
7.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9209
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9209
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8647
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8647
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8564
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8564
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.8128
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.8128
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7875
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7875
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7871
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7871
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7770
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7770
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7730
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7730
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7712
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7712
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7280
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7280
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7253
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7253
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7239
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7239
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7151
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7151
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7106
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7106
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7029
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7029
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7026
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7026

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