15S,16-dihydroxyisopimar-8(9)-ene - Compound Card

15S,16-dihydroxyisopimar-8(9)-ene

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15S,16-dihydroxyisopimar-8(9)-ene

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OCC([C@]1(C)CCC2=C(C1)CCC1[C@]2(C)CCCC1(C)C)O
InChI InChI=1S/C20H34O2/c1-18(2)9-5-10-20(4)15-8-11-19(3,17(22)13-21)12-14(15)6-7-16(18)20/h16-17,21-22H,5-13H2,1-4H3/t16?,17?,19-,20-/m1/s1
InChIKey FTAUCLDTIVGRBJ-OTGCGEFBSA-N
Formula C20H34O2
HBA 2
HBD 2
MW 306.49
Rotatable Bonds 2
TPSA 40.46
LogP 4.45
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 306.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lavandula multifida Lamiaceae Plantae 260634

Showing of synonyms

  • Sosa S, Altinier G, et al. (2005). Extracts and constituents of Lavandula multifida with topical anti-inflammatory activity. Phytomedicine : international journal of phytotherapy and phytopharmacology, 2005, 12(4), 271-7. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C12)CCC3C2CCCC3

Level: 0

Mol. Weight: 306.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.17
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.06
Plasma Protein Binding
57.81
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
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.93
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.66
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.22
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.56
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)
1.74
Rat (Chronic Oral)
1.83
Fathead Minnow
3.87
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
369.81
Hydration Free Energy
-5.17
Log(D) at pH=7.4
3.85
Log(P)
4.8
Log S
-4.59
Log(Vapor Pressure)
-6.24
Melting Point
143.48
pKa Acid
12.51
pKa Basic
8.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8916
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8831
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8768
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8634
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8566
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8467
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8463
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8461
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8244
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8239
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8225
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8217
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8059
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7929
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7909
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7872
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7870
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7863
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7820
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7809
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7770
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7766
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7750
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7690
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7690
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7684
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7665
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7559
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7544
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7423
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7422
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7361
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7359
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7328
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7318
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7253
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7249
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7248
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7237
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7235
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7178
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7173
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7156
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7122
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7121
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7118
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7069
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7013

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