18-hydroxyrosane - Compound Card

18-hydroxyrosane

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18-hydroxyrosane

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1[C@@H]2CCC[C@@]1(C)CO)C
InChI InChI=1S/C20H34O/c1-5-18(2)11-12-20(4)15(13-18)8-9-16-17(20)7-6-10-19(16,3)14-21/h5,15-17,21H,1,6-14H2,2-4H3/t15-,16-,17+,18-,19+,20-/m1/s1
InChIKey BGIKUIWVXUATMZ-BOQPXBONSA-N
Formula C20H34O
HBA 1
HBD 1
MW 290.49
Rotatable Bonds 2
TPSA 20.23
LogP 5.19
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 290.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia busseana Liliaceae Plantae 586373

Showing of synonyms

  • Baraza LD, Joseph CC, et al. (2007). A new cytotoxic and larvicidal himachalenoid, rosanoids and other constituents of Hugonia busseana.. Natural Product Research,2007,21(11),1027-1031. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 290.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.29
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.14
Plasma Protein Binding
69.32
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.26
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.14
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
-0.23
Rat (Acute)
2.37
Rat (Chronic Oral)
1.5
Fathead Minnow
3.92
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
341.36
Hydration Free Energy
-1.15
Log(D) at pH=7.4
5.07
Log(P)
5.36
Log S
-5.71
Log(Vapor Pressure)
-5.43
Melting Point
135.01
pKa Acid
12.63
pKa Basic
8.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.9000
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.9000
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8457
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8457
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8298
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8298
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8298
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8298
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8210
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8210
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8070
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8070
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8031
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8031
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7846
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7846
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7826
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7826
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7699
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7699
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7623
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7623
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7610
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7610
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7500
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7473
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7473
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7320
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7320
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7317
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7317
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7275
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7275
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7263
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7263
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7250
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7250
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7247
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7247
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7079
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7079
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7067
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7067

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