ANPDB

Select a section from the left sidebar

Ent-3beta-acetoxy-7alpha,18-dihydroxykaur-16-ene

Family: Plantae - Lamiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	OC[C@@]1(C)[C@@H](CC[C@@]2(C1C[C@H](O)[C@@]13C2CC[C@H](C3)C(=C)C1)C)OC(=O)C
InChI	InChI=1S/C22H34O4/c1-13-10-22-11-15(13)5-6-16(22)20(3)8-7-19(26-14(2)24)21(4,12-23)17(20)9-18(22)25/h15-19,23,25H,1,5-12H2,2-4H3/t15-,16?,17?,18+,19-,20+,21-,22+/m1/s1
InChIKey	OWFBYNFTXVLIMJ-XOWBGAMJSA-N
Formula	C₂₂H₃₄O₄
HBA	4
HBD	2
MW	362.51
Rotatable Bonds	2
TPSA	66.76
LogP	3.46
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	26
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	362.25
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sideritis moorei	Lamiaceae	Plantae	3394641

Showing of synonyms

Ghoumari H, Benajiba MH, et al. (2005). ent-Kauranoid derivatives from Sideritis moorei. Phytochemistry,2005,66(12),1492-1498. [View] [PubMed]

Pubchem: 72793634

No compound-protein relationship available.

SMILES: C=C(C1)C(C2)CCC(C123)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 362.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.5
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.57
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): 0.93
Plasma Protein Binding: 61.85
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: 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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 12.11
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.28
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.09
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.82
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Toxic
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: -4.66
Rat (Acute): 2.75
Rat (Chronic Oral): 1.9
Fathead Minnow: 3.92
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 420.93
Hydration Free Energy: -5.79
Log(D) at pH=7.4: 3.03
Log(P): 3.71
Log S: -4.17
Log(Vapor Pressure): -7.37
Melting Point: 155.42
pKa Acid: 9.56
pKa Basic: 7.88

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8752
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8752
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8556
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8556
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8366
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8366
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8303
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8303
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8078
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8078
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7993
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7993
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7931
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7931
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7928
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7928
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7790
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7790
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7655
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7655
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7544
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7544
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7400
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7400
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7363
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7363
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7346
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7346
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7337
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7337
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7318
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7318
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7293
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7293
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	3	0.7290
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	3	0.7290
Glucocorticoid receptor	P04150	GCR_HUMAN	Homo sapiens	3	0.7147
Glucocorticoid receptor	P04150	GCR_HUMAN	Homo sapiens	3	0.7147
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7123
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7123

Download SDF