2-alpha,3-beta-dihydroxy dammara-20,24-diene - Compound Card

2-alpha,3-beta-dihydroxy dammara-20,24-diene

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2-alpha,3-beta-dihydroxy dammara-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@@H](C2(C)C)O)C)C
InChI InChI=1S/C30H50O2/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/h10,21-26,31-32H,3,9,11-18H2,1-2,4-8H3/t21-,22-,23-,24?,25-,26+,28+,29-,30-/m1/s1
InChIKey WQLRVBRJVRTGQQ-CODFUWSOSA-N
Formula C30H50O2
HBA 2
HBD 2
MW 442.73
Rotatable Bonds 4
TPSA 40.46
LogP 7.31
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 442.38
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)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 442.73 g/mol

Antifeedant

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.55
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.5
Plasma Protein Binding
90.11
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
7.27
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.5
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.89
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.47
Micronucleos
Safe
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
-50.57
Rat (Acute)
2.83
Rat (Chronic Oral)
1.93
Fathead Minnow
3.94
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
418.41
Hydration Free Energy
-3.33
Log(D) at pH=7.4
6.43
Log(P)
8.18
Log S
-6.4
Log(Vapor Pressure)
-8.51
Melting Point
167.55
pKa Acid
11.67
pKa Basic
7.53
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 0.8715
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 4 0.8436
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8254
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8170
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8130
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7923
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7809
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7701
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7675
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7596
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7521
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7477
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7423
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7381
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7357
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7337
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7326
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7316
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7297
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7270
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7221
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 4 0.7208
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7202
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7159
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7119
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7088
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7085
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7042
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7032

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