2-(1',2'-di-hydroxy-1'-methylethyl)-6,10-dimethylspiro[4,5]dec-6,9-dien-8-one - Compound Card

2-(1',2'-di-hydroxy-1'-methylethyl)-6,10-dimethylspiro[4,5]dec-6,9-dien-8-one

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2-(1',2'-di-hydroxy-1'-methylethyl)-6,10-dimethylspiro[4,5]dec-6,9-dien-8-one

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OC[C@@](C1CC[C@@]2(C1)C(=CC(=O)C=C2C)C)(O)C
InChI InChI=1S/C15H22O3/c1-10-6-13(17)7-11(2)15(10)5-4-12(8-15)14(3,18)9-16/h6-7,12,16,18H,4-5,8-9H2,1-3H3/t12?,14-/m0/s1
InChIKey JWSOTJCYVRGQGC-PYMCNQPYSA-N
Formula C15H22O3
HBA 3
HBD 2
MW 250.34
Rotatable Bonds 2
TPSA 57.53
LogP 1.99
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 250.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lycium europaeum Solanaceae Plantae 112873

Showing of synonyms

  • Bendjedou H, Barboni L, et al. (2021). Alkaloids and sesquiterpenes from roots and leaves of Lycium europaeum L. (Solanaceae) with antioxidant and anti-acetylcholinesterase activities. Natural product research, 2021, 35(16), 2784-2788. [View] [PubMed]
Pubchem: 100929370

No compound-protein relationship available.

Structure

SMILES: C1CCCC12C=CC(=O)C=C2

Level: 0

Mol. Weight: 250.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.11
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.53
Plasma Protein Binding
39.81
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.72
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.01
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.25
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.84
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.56
Rat (Acute)
2.23
Rat (Chronic Oral)
2.08
Fathead Minnow
3.91
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
340.55
Hydration Free Energy
-10.09
Log(D) at pH=7.4
1.32
Log(P)
1.61
Log S
-2.25
Log(Vapor Pressure)
-5.4
Melting Point
152.21
pKa Acid
9.11
pKa Basic
6.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8677
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8535
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8386
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8322
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8191
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8161
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8061
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.8005
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7774
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7648
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7583
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7471
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7273
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7127
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7067
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 3 0.7056

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