2-alpha-hydroxy-3-oxodammara-20,24-diene - Compound Card

2-alpha-hydroxy-3-oxodammara-20,24-diene

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2-alpha-hydroxy-3-oxodammara-20,24-diene

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CCC2[C@]1(C)C[C@@H](O)C(=O)C2(C)C)C)C
InChI InChI=1S/C30H48O2/c1-19(2)10-9-11-20(3)21-14-16-29(7)22(21)12-13-25-28(6)18-23(31)26(32)27(4,5)24(28)15-17-30(25,29)8/h10,21-25,31H,3,9,11-18H2,1-2,4-8H3/t21-,22-,23-,24?,25-,28+,29-,30-/m1/s1
InChIKey QIBWYVKHBAFBET-JWCXGCKBSA-N
Formula C30H48O2
HBA 2
HBD 1
MW 440.71
Rotatable Bonds 4
TPSA 37.3
LogP 7.51
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 440.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Ocimum kilimandscharicum Lamiaceae Plantae 1224218

Showing of synonyms

  • Makenzi AM, Manguro LOA, et al. (2019). Chemical constituents of Ocimum kilimandscharicum Guerke acclimatized in Kakamega forest, Kenya. Bull. Chem. Soc. Ethiop. 2019, 33(3), 527-539. [View]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 440.71 g/mol

Antifeedant

Absorption

Caco-2 (logPapp)
-4.77
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.94
Plasma Protein Binding
92.7
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
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.07
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.57
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-50.8
Rat (Acute)
2.31
Rat (Chronic Oral)
1.75
Fathead Minnow
4.03
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
440.27
Hydration Free Energy
-3.29
Log(D) at pH=7.4
6.53
Log(P)
7.96
Log S
-6.32
Log(Vapor Pressure)
-8.06
Melting Point
167.64
pKa Acid
10.42
pKa Basic
6.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8763
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8623
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8469
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8465
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8385
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8340
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8301
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8159
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8158
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8064
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7977
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7911
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7859
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7775
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7749
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7741
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7580
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7571
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7442
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7432
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7431
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7398
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7337
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7321
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7294
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7286
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7282
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7221
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7217
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7207
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7196
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7188
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7184
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7182
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7132
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7127
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7123
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7116
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7105
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7083
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7079
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7044
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7036

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