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Stavaroside J

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Pregnane Glycoside

Canonical Smiles	COC1CC(C)(O[C@H]2CC[C@]3(C(=CC[C@@]4(C3[C@H](OC(=O)/C(=C\C)/C)[C@@H](OC(=O)c3ccccc3)[C@]3([C@]4(O)CC[C@H]3C(=O)C)C)O)C2)C)OC(C1OC1CC(OC)C(C(O1)C)OC1OC(C)C(C(C1O)OC)O[C@]1(O)OC(CO)[C@H](C([C@@H]1O)O)O)C
InChI	InChI=1S/C61H90O24/c1-13-29(2)53(68)79-49-50-56(7)22-20-36(25-35(56)19-23-59(50,70)60(71)24-21-37(30(3)63)58(60,9)52(49)81-54(69)34-17-15-14-16-18-34)83-57(8)27-39(74-11)46(33(6)82-57)78-41-26-38(73-10)45(31(4)76-41)80-55-44(66)48(75-12)47(32(5)77-55)85-61(72)51(67)43(65)42(64)40(28-62)84-61/h13-19,31-33,36-52,55,62,64-67,70-72H,20-28H2,1-12H3/b29-13-/t31?,32?,33?,36-,37-,38?,39?,40?,41?,42+,43?,44?,45?,46?,47?,48?,49-,50?,51-,52+,55?,56-,57?,58-,59-,60+,61+/m0/s1
InChIKey	ZLLHSPKQAUPPIJ-DITGDPDDSA-N
Formula	C₆₁H₉₀O₂₄
HBA	24
HBD	8
MW	1207.37
Rotatable Bonds	17
TPSA	333.04
LogP	2.18
Number Rings	9
Number Aromatic Rings	1
Heavy Atom Count	85
Formal Charge	0
Fraction CSP3	0.79
Exact Mass	1206.58
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Stapelia variegata	Apocynaceae	Plantae	141497

Showing of synonyms

Sayed KA, Halim AF, et al. (1995). Pregnane glycosides from Stapelia variegata. Phytochemistry,1995,39(2),395-403. [View] [PubMed]

Pubchem: 162976902

Nmrshiftdb2: 60053150

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC(OC8)CCC8OC9CCCCO9

Level: 5

Mol. Weight: 1207.37 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1207.37 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 1207.37 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1207.37 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 1207.37 g/mol

SMILES: C1OCCCC1OC(OC2)CCC2OC(OC3)CCC3OC4CCCCO4

Level: 3

Mol. Weight: 1207.37 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 1207.37 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 1207.37 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1207.37 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCCC5

Level: 1

Mol. Weight: 1207.37 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 1207.37 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1207.37 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 1207.37 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1207.37 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1207.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.05
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 4583480124.160
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 599006908696.88

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.620
Plasma Protein Binding: 66.51
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: Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 3.060
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -13931544225.320
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -5689.060
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
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: -1087168704526882.750
Rat (Acute): 4.770
Rat (Chronic Oral): 2331882.730
Fathead Minnow: 1372320178398.650
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 122276328359944.938
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -67973421.120
Log(P): -7909.01
Log S: -3.62
Log(Vapor Pressure): -4026497759654.88
Melting Point: -1220588.48
pKa Acid: -29339392949.38
pKa Basic: -236034461.75

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8424
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8424
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7681
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7681
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7107
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7107

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