17, 19-dihydroxy-3beta-acetoxyspongia-13(16),14-dien-2-one - Compound Card

17, 19-dihydroxy-3beta-acetoxyspongia-13(16),14-dien-2-one

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17, 19-dihydroxy-3beta-acetoxyspongia-13(16),14-dien-2-one

Structure
Zoomed Structure
  • Family: Animalia - Chromodorididae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC[C@@]1(C)[C@@H](OC(=O)C)C(=O)C[C@]2(C1CC[C@@]1(C2CCc2c1coc2)CO)C
InChI InChI=1S/C22H30O6/c1-13(25)28-19-16(26)8-20(2)17(21(19,3)11-23)6-7-22(12-24)15-10-27-9-14(15)4-5-18(20)22/h9-10,17-19,23-24H,4-8,11-12H2,1-3H3/t17?,18?,19-,20-,21+,22+/m0/s1
InChIKey YWYAJYJCXAGBCV-CQKHRQFZSA-N
Formula C22H30O6
HBA 6
HBD 2
MW 390.48
Rotatable Bonds 3
TPSA 96.97
LogP 2.39
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 390.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Glossodoris atromarginata Chromodorididae Animalia 154629

Showing of synonyms

  • Fontana A, Mollo E, et al. (1997). Chemical studies of Egyptian Opisthobranchs: spongian diterpenoids from Glossodoris atromarginata. Journal of Natural Products,1997,60(5),444-448. [View]
Pubchem: 21774649
Nmrshiftdb2: 70047101

No compound-protein relationship available.

Structure

SMILES: c1occ(c12)CCC3C2CCC4C3CC(=O)CC4

Level: 0

Mol. Weight: 390.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.01
Plasma Protein Binding
63.05
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
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
16.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.0
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.31
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.02
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-13.06
Rat (Acute)
3.46
Rat (Chronic Oral)
2.48
Fathead Minnow
3.96
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
437.61
Hydration Free Energy
-5.73
Log(D) at pH=7.4
1.95
Log(P)
1.57
Log S
-3.59
Log(Vapor Pressure)
-8.75
Melting Point
190.48
pKa Acid
6.8
pKa Basic
4.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HLA class I histocompatibility antigen, B alpha chain P01889 HLAB_HUMAN Homo sapiens 3 0.8179
HLA class I histocompatibility antigen, B alpha chain P01889 HLAB_HUMAN Homo sapiens 3 0.8179
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7902
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7902
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7891
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7891
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7800
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7800
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7601
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7601
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7584
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7584
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7567
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7567
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7472
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7472
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7381
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7381
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7347
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7347
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7235
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7235
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7227
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7227
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7215
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7215
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7213
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7213
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 4 0.7161
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 4 0.7161
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7141
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7141
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7100
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7100
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7064
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7064
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7040
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7040

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